Home Vacation Rentals By Owner In Osterville, MA

Showing 20 Of 48 Vacation Rentals
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Exceptional(1)

$318.52

/ Nightly
Private Vacation Home

Great Outdoor Space Central AC WIFI Family Friendly

Osterville, Massachusetts, United States

3 Bedroom - 1.5 Baths - Sleeps 5brDuring Peak Summer Season Until Labor Day - a 7-night Friday-to-Friday rental reservation is requiredbrGuests can bring their own linens or rent from our Linen Service for an extra fee (Bed Sheets, Bath, Beach and Kitchen Towels)brWe offer a 4 pm Check-In and 9 am Check-OutbrbrTraditional Cape Cod home with newly designed back yard patio with fire pit, grill and dining options in the charming town of Osterville - perfect play area for kids and your furry family member - a dog is okay! Central A/C, free Wifi. Close to area beaches, restaurants and shopping. brbrOwners Share Why I Love My Home:brOur Cape home is our home away from home and a cozy, relaxing place to vacation or work remotely (or a bit of both!). We love the large and peaceful backyard and enjoy spending summer evenings on the patio, grilling dinner and enjoying a glass of wine after a fun day at the beach. We love to cook and have stocked our kitchen with cookware and accessories for the nights we choose to eat in, too. If there is a rainy day, we're prepared with board / card games, two TVs (cable and streaming), and we're less than 15 minutes from Mashpee Commons for some fun shopping. Our home is on a quiet street with a cul-de-sac, but we're just off of Route 28 with easy access to all that the Cape has to offer. We hope you love Sea Star as much as we do!brbrLet Us Tell You About This Home:brAs you pull up the driveway , you can imagine your self enjoying your morning coffee on the cute covered porch, watching the kids run around on the large front yard playing tag. brbrEnter through the front porch door into a warm and inviting kitchen complete with all you will need to create memorable meals or simple snacks! The sun-filled and spacious kitchen offers a large peninsula countertop - the perfect spot to create a great meal for the family, all while the kids are playing a board game at the kitchen table with seating for four.brbrThe slider in the kitchen leads you out to the large private rear yard with new patio. The large rhododendrons and mature plantings offer a tranquil sanctuary, perfect for relaxation and summertime cookouts and family gatherings on the outdoor furniture. Don't forget Fido - a dog is allowed and will love this partially fenced in yard.br**Photo of back yard in gallery includes the recently demolished patio. It has been re-built as a brick-laid patio without a surrounding wall. Patio furniture and grill will also be new and different for summer 2022. New photos to come soon!brbrA traditional dining room is just off the kitchen with seating for six. The newly installed ductless A/C unit amply cools the open areas including the kitchen, dining room and living room. Enter the living room from the kitchen or dining room. Grab a seat on the couch or one of the comfy chairs to enjoy your favorite show on the TV, curl up on the couch to read a beach book or start a family game for all to enjoy.brbrDown the hallway on the left is: brBathroom #1 is a full bathroom with shower/tub combo.brBedroom #1 is the first door on the right and has a Full size bed, dresser, nightstands, closest and mini split A/C to keep you cool.brBedroom #2 is on the right and also has a Queen size bed, dresser, night stands, closet and mini split a/c.brBedroom #3 across the hall has a King size bed, dresser, night stands, closest , flat screen TV and ensuite half bathroom #2.brbr*Washer/dryer is located in the basementbrbrSpend a day at the mall in Mashpee, dip your toes in the cool Atlantic or spend time in our many art galleries - however you spend your day will be happy to come home to the comfortable, family friendly Sea Star!brbrWith all NEVR properties, we think of the little things to make your vacation special. Our Guest Welcome Bag, compliments of the homeowner, contains starter quantities of kitchen and bathroom essentials, with a few locally sourced snacks as well (subject to change based marketplace availability).brbrFree Tickets and Complimentary Activities! Create unforgettable memories and experience Cape Cod like a local! Enjoy $750 worth of daily exclusive free tickets to exciting local attractions through our partnership with Xplorie. Your amenities include activities such as Island Cruises, Whale Watch, Bike Rentals and admission to Whydah Pirate Museum. When you're not soaking up the sun on the beach, enjoy daily rounds of golf at Cranberry Valley or Chequessett Golf Courses and mini-golf for family fun.brbrThis home has Keyless Entry for your convenience.brNO SMOKING of anything containing tobacco, any other substance, and e-cigarettes, inside or outside of the home.brDOG FRIENDLY HOMES are for a DOG only. This home allows 1 dog. With owner approval, a second dog may be considered for an additional $200 fee. A Pet Registration form must be completed upon reservation confirmation. brMax parking of cars at property: 2 - No parking on lawn anytime. brFireplaces are only available for use in the winter months with advance approval from owner. brbrAdditional Information to Assist You:brOur calendars are updated in real-time and are accurate.brDeparture cleaning is included with your reservation at no additional charge. Simply follow our basic check-out instructions at your departure. brState and local taxes are charged if applicable. brFor Reservations made over 60 days away, you will make two payments - 50% initial payment with reservation and the final balance will be auto billed to your credit card 60 days prior to arrival. We accept Mastercard and Visa for payments.brA confirmed reservation is non refundable--please consider purchasing trip cancellation insurance. Ask our guest specialist for more details regarding cancel options and trip insurance. br***Linens - bed sheets, bath/dish/beach towels and bath mats are not included with this home but can be rented at time of booking or at a later date through our linen rental partner. Please ask our guest specialist for details. Our NEVR Homes come with mattress covers, pillows and a bed cover such as blanket, quilt, bedspread etc.brYou must be 25+ years old unless accompanied by a parent or guardian to book one of our Vacation Rental Homes. An ID must be furnished upon request. brbrArea info: * mileage is approximatebr1.9 Miles to Centerville Piesbr2.5 Miles to 1856 Country Store - penny candy, gifts, souvenirsbr2.6 Miles to Five Bays Bistrobr2.6 Miles to Wequaquet Lake Yacht Clubbr2.7 Miles to Four Seas Ice Creambr3.3 Miles to Dowses Beach with soft, sandy dunes on this peninsula beachbr3.4 Miles to Craigville Beach-sandy - warmer water - gentle wavesbr3.5 Miles to Shaws Grocery storebr4.1 Miles to Craigville Pizza and Mexicanbr4.6 Miles to The Cape Cod Melody TentbrbrA short drive (5 miles) to Main Street Hyannis where you will find:brThe Steamship Authority FerrybrRestaurantsbrShoppingbrCinemas brCape Cod MallbrBarsbrBakeriesbrMuseumsbrGalleriesbr*Mileage is approximate
Bed 3

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Bath 2

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Sleep 5

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Exceptional(1)

$1344.79

/ Nightly
Private Vacation Home

Impressive Osterville Residence - Ideal Location

Osterville, Massachusetts, United States

Originally built in 1886, this home has been a well-loved Wianno area summer home for well over a century. Its proximity to Dowses Beach and Osterville village center make it a very desirable location. The home was completely renovated top to bottom between 2020-2021, so our home has all the modern comforts that make a vacation that much more enjoyable. The new kitchen is open to the dining and bar area, to make family time more convenient. The casual high top table and wet bar face a big screen TV, making it a perfect place to watch the Red Sox and enjoy a meal. You will notice two more living rooms on the first floor, as well as a powder room. At the front of a house is the smaller TV den, and on the side is the large and more formal living room with loveseats and a piano. The wraparound porch is a great place to read a book or enjoy a cocktail. brThe first floor mudroom is ideal for kicking off your shoes and hanging up your beach towels. Beyond the mudroom is a private ‘apartment’ with a Queen-sized bed, full bath, and private front patio with separate entrance.brThe second floor contains another 4 bedrooms, a laundry area, and a large family/ TV room. The front two bedrooms share a full bath in the hallway. One of these rooms contains a Queen bed, and the other contains a King with a porch. The remaining two bedrooms on the second floor are both ensuite. One has a Queen bed, and the one which is considered the ‘primary’ bedroom contains a King bed, full bath, and walk-in closets. brThe third floor of the home contains two small rooms, with 3 twin beds total. brbrFrom the sliding doors off the dining area, you can access the stone patio and grill area. The large, grassy area for lawn games.brbrThe separate guest house contains two bedrooms, a full bathroom, kitchenette, and living area. The back sliders lead to an outdoor shower.brbrAbout the area: Osterville is a picturesque Cape Cod village peacefully located on Nantucket Sound, on the south side of Barnstable. The quaint village center boasts dozens of shops, restaurants and small businesses, and is a lovely place to spend an afternoon stroll. Grab lunch at Wimpy's for classic seafood, Crisp Flatbread for tasty pizza and pasta, or The Chart Room for a cocktail with a view. Surrounding the downtown are charming residential neighborhoods with tree-lined streets and stunning, classic Cape architecture to observe. You can find a body of water almost anywhere you turn in Osterville. Dowses Beach is the beloved beach on East Bay Road, where families enjoy sunny days on the Nantucket Sound side, or a more tranquil scene on the East Bay side. Boating is a fan-favorite pastime in Osterville, and the village has the marinas and bays to support it. If you have never been to Osterville, you are sure to fall in love with its timeless charm.
Bed 6

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Bath 6

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Sleep 15

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Exceptional(2)

$997.37

/ Nightly
Private Vacation Home

Osterville Village - New Pool Large Yard + Outdoor Entertaining Area

Osterville, Massachusetts, United States

The perfect setting for enjoying summertime in Osterville. This comfortable three bedroom home is overflowing with charm, while boasting modern amenities that will enhance your stay. The main floor has a very functional flow between the spacious dining room, large living room with oversized sectional, and front porch for relaxing. Off of the kitchen is a mudroom and half bath, which lead out to the seemingly endless backyard that backs up to Armstrong Kelley Park. The outdoor shower is a favorite feature for rinsing off those long beach days. The impeccable outdoor space includes a brand new gunite pool (2024), cabana house with gas fireplace and television overlooking the large patio. The patio has its own fireplace, as well as a giant dining table and comfortable lounge chairs. If you can peel yourself away from this personal oasis, the home also comes with a beach pass for parking at any Barnstable beach, the closest being Dowses Beach of Osterville less than 1 mile away. This estate is located just a short walk to Osterville's village center, which has ample shopping and dining options.brbrAbout the area: Osterville is a picturesque Cape Cod village peacefully located on Nantucket Sound, on the south side of Barnstable. The quaint village center boasts dozens of shops, restaurants and small businesses, and is a lovely place to spend an afternoon stroll. Grab lunch at Wimpy's for classic seafood, Crisp Flatbread for tasty pizza and pasta, or The Chart Room for a cocktail with a view. Surrounding the downtown are charming residential neighborhoods with tree-lined streets and stunning, classic Cape architecture to observe. You can find a body of water almost anywhere you turn in Osterville. Dowses Beach is the beloved beach on East Bay Road, where families enjoy sunny days on the Nantucket Sound side, or a more tranquil scene on the East Bay side. Boating is a fan-favorite pastime in Osterville, and the village has the marinas and bays to support it. If you have never been to Osterville, you are sure to fall in love with its timeless charm.brbrPool and Hot Tub currently under construction - to be completed end of winter 2024, with ample time before summer. Progress photos will be added, but feel free to reach out to the host for more updates.
Bed 3

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Bath 2

Bath

Sleep 9

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$1717.24

/ Nightly
Private Vacation Home

Amazing updated waterfront home located in Osterville with a private dock, elevator and AC.

Osterville, Massachusetts, United States

Professionally managed by Kinlin Grover Vacation RentalsbrStep back in time to this amazing 7 bedroom 5 and half bath classic Cape Cod home. This waterfront home comes with a deep water dock, bring your boat, or rent a boat and take a cruise over to Martha's Vineyard for the day. There's even a sandy beach area right at the waters edge. brEnter the large eat in kitchen, there's a huge center island for all your meal prep, plenty of counter space and all the amenities of home. The kitchen table faces a large window with views of the water. brOff the kitchen is a formal dining room area with a large dining room table to host everyone in your party. The living room is grande and spacious, this room is so inviting with comfy couches and separate seating areas with windows all facing the water. If you need to do a little work while your on vacation there's a separate private room off of the living room. There's a powder room off the living room/kitchen area. brThere's a fabulous large sun room off the living room, this will be your favorite room in the house. Picture yourself sitting there in the morning enjoying your coffee while watching the yachts go by.brIn the evening before dinner enjoy a cocktail and some hors d'oeuvres while watching the sun go down over the water. brHead up the beautiful staircase to the second floor of bedrooms. There's an elevator if you don't want to take the stairs. Each room has a name, the first room at the top of the stairs is the Slipper Shell. This room has 2 twin beds with an attached Jack and Jill bathroom with a stand alone shower. The Scallop Room is next, this room has a queen size bed. Across the hall is the Sea Star room, this room has 2 twin beds that can make into a king bed. The Sea Star room has large windows with a beautiful view of the water. Head down the hall to another full bath with a shower. The Sand Dollar room is next with 2 twin beds. The last room on this floor is the Oyster Room, this primary bedroom is a corner room with windows facing the water from both sides, there's a queen bed and an en-suite with a shower and separate tub. brThe third floor has two bedrooms and two baths. The first room is called the Nautilus Room, this room has 2 twin beds and a bathroom with a shower and separate tub. The primary bedroom completes the third floor. The Moon Shell room is large with windows facing the water. The king size bed faces the fire place and the water, what an amazing view to wake up to every morning! There's a large closet in this room and a bathroom with a shower and separate tub. brOutside you'll find a enclosed shower, grill and the most gorgeous view you've ever seen! There is plenty of room on the lawn to host family gatherings, special occasions all while gazing at the yachts and boats as they go by. If you are looking for a special place to spend your next vacation or family gathering this is the place! It takes you back to yesteryear's, while having the modern amenities of home. There is a sister property next door, rent both for events, family gatherings and more!brbr*****$175.00 NON REFUNDABLE RESERVATION FEE*****brbr*****THIS HOUSE IS NOT AVAILABLE FOR JUNE AND JULY*****brbrbr**USAGE OF THE DOCK WILL REQUIRE TENANT TO NAME BREEZY BLUFF ON TENANTS LIABILITY POLICY,AND APPROVAL FROM OWNER. REFUNDABLE SECURITY DEPOSIT IS REQUIRED.**brbrbr*****NIGHTLY RATES AVAILABLE DURING THE OFF SEASON, 4 NIGHT MINIMUM*****brbr*****NO SMOKING***** brbr*****NO PETS*****brbr*****$500.00 CLEANING FEE*****brbr****FREE ACTIVITIES INCLUDED****brTo enhance your vacation experience, Kinlin Grover includes Xplorie, which means free admissions and equipment rentals everyday of your stay at select popular attractions in the area. brbrClick the Xplorie button or visit the Free Activities page to see the free fun included with this Kinlin Grover rental! brbrAs a guest of Kinlin Grover, you'll receive free golf tee-times, free equipment rentals, free admission and free tickets to some of Cape Cod's best activities!
Bed 1

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Bath 1

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Sleep 12

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Exceptional(44)

$1463.27

/ Nightly
Private Vacation Home

Heated Private Pool, Walk to beach & shops, fully renovated house

Osterville, Massachusetts, United States

A five minute walk to Osterville's Wianno Club on Seaview Ave and to Dowse's Beach, this four bedroom, four bath home was completely renovated in winter 2019. All new kitchen, 2 new high-end bathrooms and french doors out to a new, covered back porch. Heavy-duty teak table and chairs on covered porch can easily accommodate twelve with extra chairs pulled up to table. brbrThe sunny and open kitchen has high ceilings, stainless steel appliances, a Thermador refrigerator, Thermador six burner gas range, Thermador dishwasher, custom maple cabinets, white Corian counter tops and a center island topped with quartzite. New open concept floor plan is what was formerly a galley kitchen, living room and separate eating area. This combined space (Great room) also looks out onto the beautifully planted front yard, a front covered porch with rockers, and the lush and private back yard and pool, heated at your option. Pool area is fenced for safety, has two round tables with chairs that seat 9, five chaise lounges, two outdoor heated showers and a storage box for pool toys. brThe entire house is WHEEL CHAIR ACCESSIBLE (but not ADA compliant) since it is basically all on one level. The step down family room is two steps down from the rest of the house but is open to the other rooms and anyone with mobility issues can still take part in things fairly easily.brbrThere is driveway parking for 5 normal sized cars and we have an assortment of five bicycles, two kayaks with life jackets & paddles, a John Deere pull wagon, a ride-on toy for little ones, various pool/beach toys, beach blankets, and beach chairs.brbrFor rainy days there is a new Game room on the lower level with state-of-the-art air hockey table from Frontgate (with automatic score keeping and crowd cheering!) and a foosball table. Cards, games, DVDs etc are provided. Three flat screen TVs with Xfinity package provided. New Cape Cod Cornhole game is provided as well. brbr#### New laundry room on the lower level with two new (2018) Electrolux full size machines, iron, ironing board and hanging rack for handwashables. Laundry detergent, starch etc is provided.#####brbrbrSince owners are enthusiastic cooks and love to entertain, the kitchen is fully equipped with pots and pans, XL lobster pot and utensils, dishes, bowls, flatware, glasses etc. All linens are included. No need to bring extras unless you have very specialized needs. We provide a beautiful new, full size crib, two baby gates, and a new high chair. Any other specialized equipment you need we ask you to please bring with you.brbr****All rooms are kept very comfortable with central air conditioning, provided by a Fujitsu mini-split ductless air conditioning system. It is new, virtually silent, and very efficient, bringing the temperature to a comfortable level in minutes. Owners' family business specializes in the installation and maintenance of these systems so the units are kept in great working order.brbrbr**** ALL CHECK-OUT PROCEDURES MUST BE FOLLOWED AS STATED, OTHERWISE WE MAY HAVE TO DEDUCT EXTRA CLEANING/ ORGANIZING FEES FROM THE SECURITY DEPOSIT ****
Bed 4

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Bath 4

Bath

Sleep 11

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$508.16

/ Nightly
Private Vacation Home

Beautiful 3 bedroom, 3.5 bath house, walk to Osterville Village

Osterville, Massachusetts, United States

Walk or bike to Osterville Village or the beach! Less than a half mile to the quaint village, where you'll find restaurants, unique shops, farmers market, and specialty stores. Approximately 1 mile to wonderful Dowses Beach!brbrYou will love this beautiful, newly remodeled home with a great backyard located on a quiet side street. The open concept space is light and bright with a gorgeous kitchen, large dining room table and a living room with plenty of seating and a flat screen TV to stream all your favorite shows. Head down the hall to the first ensuite bedroom with a king bed, walk-in dressing area and bathroom with a serene shower. Enjoy your morning coffee on the bedroom balcony overlooking the large backyard. There's a half bath and a separate laundry room area on the main level. The second ensuite bedroom has a queen bed, built-in drawers, and a spacious bathroom with a tub/shower.brbrThe downstairs finished lower level provides the perfect area for additional living space. There's another living room with a queen pullout sofa, flat screen TV and, as a bonus, an air hockey/ping pong table! Down the hall you'll find bedroom #3 with a queen bed and large windows letting in the sunlight. A full bath with shower is located next to the two bedrooms on the lower level. There's an office/bedroom with an amazing built-in full daybed. What a great place to work or sleep! This room has a door to the backyard with its lovely patio area including a firepit to enjoy the Cape Cod evenings. There is plenty of outdoor furniture, chaise lounges, large dining table, gas grill, and outside shower. It's truly an outside oasis!brbrBRAND NEW CENTRAL AC UPSTAIRS AND DUCTLESS MINI SPLIT AC DOWNSTAIRSbrbrMain Street Hyannis is 5 miles away with shopping, museums, and restaurants. Take the ferry from Hyannis Harbor to Nantucket or Martha's Vineyard. Check out the public golf courses or catch a game of baseball at McKeon Field with the Hyannis Harbor Hawks from the Cape Cod Baseball League. There's so much to do!brbrBedroom #1 King, Bedroom #2 Queen, Bedroom # 3 Queen, Office/room #4 Full Daybed. brbrbr***3 NIGHT MINIMUM DURING THE OFF SEASON***brbrbrbrADDITIONAL FEESbr****SATURDAY TO SATURDAY RENTAL****br****LINENS AND TOWELS INCLUDED****br****$250.00 CLEANING FEE****br****$175.00 NON REFUNDABLE RESERVATION FEE****br****$500.00 REFUNDABLE SECURITY DEPOSIT****br****ALL APPLICABLE TAXES****br****BEACH PASS INCLUDED****br****FREE WIFI****br****NO SMOKING****br****NO PETS****brbrFREE ACTIVITIESbrTo enhance your vacation experience, Kinlin Grover Compass includes Xplorie, which means free admissions and equipment rentals everyday of your stay at select popular attractions in the area. Click the Xplorie button or visit the Free Activities page to see the free fun included with this Kinlin Grover rental! As a guest of Kinlin Grover Compass, you'll receive free golf tee-times, free equipment rentals, free admission and free tickets to some of Cape Cod's best activities!brbrbr**** CANCELLATION/REFUND POLICY ****brUpon cancellation for ANY reason, money will be refunded less a 20% service fee of the total rental amount due, ONLY if the property is re-rented for the same terms and conditions of the original Agreement. Tenant further acknowledges and agrees that where Kinlin Grover undertakes to re-let the property, the rental fee to be charged to the substitute tenant shall be in an amount to be determined in the reasonable discretion of Kinlin Grover and Owner. Tenant agrees that any cancellation of the reservation, undertaken at any time, shall not be effective unless in writing and delivered to Kinlin Grover.
Bed 4

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Bath 5

Bath

Sleep 7

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Exceptional(11)

$529.43

/ Nightly
Private Vacation Home

Spacious Osterville home, short commute from Boston,

Osterville, Massachusetts, United States

Come escape on the Cape to Osterville - quaint Cape Town less than 20 miles over the bridges. This ranch style home sleeps up to 8. Great for wedding weekends, family vacations, or weekend vacations for all seasons. Local beaches include Dowes Beach and Joshua Pond (both mile), or Craigville,~6 min drive. Beach pass is included and can be used for free parking at over 15 Barnstable area beaches and ponds. House is privately situated on a residential side street with easy access to all points on the Cape and Islands. brbrOsterville village is centrally located in Mid-Cape and from the house the village center is a short walk (0.5 mi) or there’s local street parking. Drop by Fancy's market for groceries, fine wines, prepared foods and coffee or head to Crisp, Wimpy’s or other spots for dinner. Or grab your beach gear for a day at the Resident Only Dowses beach, just over 1 mile from the house to the sand. The beach offers clean comfort station, soft sand, gentle warm waters of Nantucket Sound,brbrFor vacation needs there’s local grocery (stop and shop) and more expansive shopping centers (Cape Cod Mall, Mashpee Commons) all within a 10 -20 minute drive.brbrTravel 6 miles down the road to the Hyannis terminal and hop the ferry for a day trip to Nantucket or Martha's Vineyard.brbrThis unique ranch style home is very comfortable with over 1500 square feet. Three bedrooms are privately tucked away from the main living areas. One king bed, one queen and the third bedroom has two twin beds. Additionally we offer (2) roll out cots. There are two full baths and the house is cooled by central air. There are two living areas equipped with TV/cable and high speed internet to satisfy the whole vacation party. brbrThe backyard is beautifully landscaped with natural barriers for extra privacy. Guests can rinse off with the outdoor shower or relax on the back deck for some grilling in the private backyard. We’ve accommodated the place with all the comforts of home. We are happy to accommodate any additional requests ( within reason) to make your stay more enjoyable.brbrOsterville is easily accessible only ~20 miles over the Bourne or Sagamore bridges or fly by CapeAir into Barnstable airport (6 miles from the house). Guests will enjoy their own private smart key access to the home. brbrPrivate Digital Key - Unique to you for your visitbrHome is located privately set up above street level in a residential neighborhood. There is parking for up to 4 cars in the paved driveway and dedicated side inlet.
Bed 4

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Bath 2

Bath

Sleep 8

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Exceptional(4)

$554.1

/ Nightly
Private Vacation Home

Contemporary Gem with Private Pool!

Osterville, Massachusetts, United States

Summary:br21001 - Splash Landing: Contemporary Gem with Private Pool!brbrThe Space:brTake time to slow down and relax poolside at this cool and contemporary Cape-style home with an impressive outdoor living space. Great for entertaining, the private backyard includes a gazebo, fire fit, outdoor gas grill and an expansive deck with two seating areas ideal for cocktails and conversation. brJust as impressive as the outdoor living space is the home’s interior. There are plenty of common spaces to enjoy with friends and family. The open-concept kitchen, dining and living area has a great flow, where guests can enjoy different activities together in the same space. The living room has abundant seating and a large, wall-mounted smart TV for movie night and a table set in the corner perfect for puzzle-building or a fun and competitive family game night. For a quick bite to eat, guests can sit at the granite-topped kitchen island or enjoy a more formal meal at the dining table set for eight that’s adjacent to the kitchen. brbrSleeping accommodations can be found on the first and second floors. On the first floor there are two bedrooms, one with a pair of twin beds and another with a queen bed. Upstairs, you’ll find the private master suite with a king bed, full bathroom and an office for any remote work that needs to be done. Off the living room is a loft game room with a fold-out sofa, plus a TV and lots of puzzles, crafts and games, including corn hole and an oversized Jenga set. Not only does this home sleep up to eight people, your furry, four-legged friend is also welcome! brbrIf you and your guests insist on leaving the lap of luxury, there are many nearby attractions. Visit Joshua Pond Beach (2 miles away) or the popular Craigville Beach overlooking Nantucket Sound (2.5 miles away); walk the trails of Skunknett River Wildlife Sanctuary (1.5 miles away); or take a shopping trip to the quaint village center (3 miles away).brbrHome Details:br-Dogs Welcomed (w/fee of $35/night per dog)br-Sleeps 8br-2 Floorsbr-2nd Floor Master Suite: 1 King Bed, Full Bathroom w/ Tub/Showerbr-1st Floor Bedroom #2: 1 Queen Bedbr-1st Floor Bedroom #3: 2 Twin Bedsbr-Loft Game Room/ Bedroom #4: Full Pull-Out Sofabr-2 Full Bathrooms (1st & 2nd Floors)br-Mini-Split A/C Systembr-Smart TVbr-WiFibr-Washer & Dryer (upstairs hall closet)br-Loft w/ Puzzles, Crafts, & Board Gamesbr-Outdoor Showerbr-Private Pool (Pool Open from Memorial Day to Labor Day - may be longer but not guaranteed)br-Fire Pitbr-Gazebobr-Private Yardbr-Gas Grillbr-Sheets and Bath Towels Provided with Beds Made Upon Arrivalbr-Cleaned with Hospital Grade DisinfectantbrC0421830200brbrThe Neighborhood:brOceanside
Bed 4

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Bath 2

Bath

Sleep 8

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Exceptional(38)

$222.08

/ Nightly
Private Vacation Home

Dog-friendly cape home with Wifi, deck, grill, fireplace, & outdoor shower

Osterville, Massachusetts, United States

Falling Leaf CottagebrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrEnjoy a peaceful Cape Cod getaway at this adorable Osterville home. Within easy reach of the beach and town, this two-bedroom retreat boasts a private deck complete with a gas grill and screened patio area furnished for outdoor dining. The bright and inviting living area comes well-furnished for contemporary guest comfort, featuring natural skylights and an open layout welcoming group gatherings. Guests will find a full kitchen equipped with all the major appliances and counter gadgets for home-cooking convenience, plus a washer/dryer for easy cleanup. In the evenings, unwind by the living room fireplace while streaming shows and movies on the wall-mounted smart TV. After trips to the beach, rinse-off sandy feet and beach gear in the handy outdoor shower.brbrTHINGS TO KNOWbrThe only cameras in the home are in the basement and this part of the house is not for guests. brbrIf you are bringing a dog on your trip, the pet fee is already included in your quote when selecting ‘Yes’ to pets. No more dogs are allowed.brParking notes: There is free parking available for 3 vehicles.brbrbrbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation.
Bed 3

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Bath 2

Bath

Sleep 6

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Exceptional(1)

$1632.39

/ Nightly
Private Vacation Home

Beautifully Renovated Cape Cottage with Pool!

Osterville, Massachusetts, United States

Set in a lovely neighborhood by the beach, this 3 bedroom Osterville cottage is the perfect home to make family memories on Cape Cod. This home was just renovated with beautiful upgrades - a brand new kitchen, renovations in both bathrooms, plus the addition of a powder room for guests. Enjoy shopping and eateries just a short stroll away. After a day at Dowses Beach, an easy mile bike ride or walk on a sidewalk lane, hop in the in-ground pool, rinse off in the outdoor shower or enjoy grilling and relaxing on the back deck. This home is equipped with all the modern amenities to make your vacation that much more comfortable, such as high speed internet, television, and central AC. brbrAbout the area: Osterville is a picturesque Cape Cod village peacefully located on Nantucket Sound, on the south side of Barnstable. The quaint village center boasts dozens of shops, restaurants and small businesses, and is a lovely place to spend an afternoon stroll. Grab lunch at Wimpy's for classic seafood, Crisp Flatbread for tasty pizza and pasta, or The Chart Room for a cocktail with a view. Surrounding the downtown are charming residential neighborhoods with tree-lined streets and stunning, classic Cape architecture to observe. You can find a body of water almost anywhere you turn in Osterville. Dowses Beach is the beloved beach on East Bay Road, where families enjoy sunny days on the Nantucket Sound side, or a more tranquil scene on the East Bay side. Boating is a fan-favorite pastime in Osterville, and the village has the marinas and bays to support it. If you have never been to Osterville, you are sure to fall in love with its timeless charm.
Bed 3

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Bath 2

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Exceptional(3)

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Private Vacation Home

Osterville Gem with Central A/C and Walking Distance to Joshua’s Pond!

Osterville, Massachusetts, United States

This beautiful home is located within walking distance of Osterville Village and Joshua's Pond and a few minutes drive to spectacular Dowses Beach.brbrRelax at the end of your beach days, and watch the sun set in rockers on the new large front farmers porch, or head to the huge new back deck for a cocktail with a table & chairs, umbrella, comfortable outdoor seating, new outdoor shower, and a gas grill. The large private back yard is perfect for families and BBQ’s!brbrThis three bedroom home includes two and a half baths, wireless internet, and mini split air conditioning units. The kitchen has seating for 6, granite countertops, new stainless steel appliances, a gas stove, and is well equipped for those who choose to cook or grill on vacation.brbrThe first floor includes a Master Bedroom (king bed) with a new en suite Master Bathroom with double sinks and a spacious marble walk in shower with grab bars. The living room has vaulted ceilings, a large sectional and lounge chair and a flat screen TV mounted above the fireplace. The first floor also has a new half bath with a new washer & dryer.brbrThe second floor has two bedrooms: bedroom 1 (queen bed); bedroom 2 (2 double beds and single trundle) and a new full bath with a shower/tub. There is also a landing that overlooks the great room with 2 comfortable chairs perfect for reading a book or checking emails.brbrThe shed includes 6 beach chairs, 2 umbrellas, and 2 kayaks to make your vacation rental feel like home.brbrThe rental includes a beach pass to all Barnstable beaches on Cape Cod Bay, Nantucket Sound, and multiple ponds. Joshua's Pond is a 3 minute walk away and offers a safe oasis for small children. It has a lifeguarded beach with ample parking if one chooses to drive and includes facilities and crystal clear water.brbrDowses Beach is a 5 minute drive and offers white sand, warm water, and a perfect place to collect shells. It also has a large parking lot, lifeguards and a bath house.brbrIt is a quick 10 minute walk or 2 minute drive to Osterville Village on Main Street which offers both take-out and fine dining as well as a number of quaint shops to spend an afternoon browsing through. Ice cream at Gone Chocolate or Salty Cow is not to be missed! Fancy's Market is right around the corner and has all your food preparation needs.brbrOsterville is centrally situated to access all of the Cape, and if you want to make a quick day trip to the islands, the ferries to Nantucket and Martha's Vineyard are less than 7 miles away.brbrCome and explore Osterville!
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$880.32

/ Nightly
Private Vacation Home

Perfect Combination of Peace & Privacy - Close to Vibrant Village and Beach

Osterville, Massachusetts, United States

We love our new home! We chose the location because of its proximity to Cape Cod attractions!! The town of Osterville is 15 miles from the Sagamore Bridge leading to Cape Cod. Our home is 20 minutes from the Hyannis Port ferry to Nantucket and Martha's Vineyard. Mashpee Commons, an outdoor shopping/dining/movie destination, is a short 15 minute drive. If you like biking, the paths are abundant.brbrThe beaches are exceptional, and though there are several choices, we spend most of our time at Craigville Beach (10 minute drive) and Dowses Beach (7 minutes). These are perfect for families. A resident beach pass is provided to occupants. Joshua Pond beach is 4 minutes drive. The town of Osterville has great restaurant options, and unique shops.brbrThe home affords the combination of privacy and access to the town of Osterville. It is situated on over an acre of land, set back from the main road into town. There are sidewalks, if you choose to walk to town (under 2 miles). The front yard is perfect for lawn games, and the back yard has an outdoor kitchen which will enhance your stay. The indoor kitchen is ideal for those who like to cook, with gas range, double ovens, microwave, food processor, Breville air fryer, and Keurig coffee maker. I love the bar area which makes it fun for the cook to be a part of the fun!brbrThe home is elegantly appointed, with a first floor Master bedroom and a large screen smart TV. An additional King bedroom suite with full bath affords privacy and the 2 other bedrooms (Queen, and Full + Twin) have their own area in a separate wing of home. There are lovely places to read and relax.brbrA finished basement space for children to play gives everyone a chance to have time to themselves.brbrAnd, one word about the French Bakery (Amie) will not be enough!! They have prepared foods as well, and cooking classes, a true French experience right in heart of the Cape! So much to enjoy!
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Exceptional(2)

$650.46

/ Nightly
Private Vacation Home

Close to beautiful Dowses beach, central AC, and pet friendly!

Osterville, Massachusetts, United States

4 Bedroom - 3.5 Baths - Sleeps 6brA 7-night Saturday-to-Saturday rental reservation is required during peak summer weeks. Many of our homes offer flexible stays with a 3 night minimum in the off season - ask our Reservation Specialists for more details.brComplimentary Linens Service Provided: This includes bedsheets, bath, beach, and dish towels for total home occupancy.brWe offer a 4 pm Check-In and 10 am Check-Out brbrWelcome to 'O Captain! My Captain!' in the heart of Osterville. Short stroll to the beautiful Dowses beach, and downtown. This updated home is in a wonderful family-friendly neighborhood. Comfortable and spacious this 4 bedroom, 3.5 bath home has central A/C, WiFi and is dog friendly! Bonus linens and towels are included with this home.brbrOwners Share Why I Love My Home:brWe love to wake up early and sneak out to the deck for our morning coffee. As we sit in the lounge chairs and watch the countless chipmunks steal the birdseed from our beautiful family of cardinals, we simply enjoy the calm and quiet of our lovely cape cod mornings before heading to the beach. The outdoor shower is truly magical, please give it a try, it's life changing!! We hope you enjoy our home as much as we do! Welcome!brbrLet Us Tell You About This Home:brEnter this 4 bedroom, 3.5 bath home from the side door into the classic Cape Cod entryway. To the left is a relaxing open sitting area, and straight ahead a large eating nook with a built-in bench. Gorgeous white, state of the art, kitchen has everything you need to make fabulous meals plus a breakfast bar, a coffee station and even doggie bowls for the furry members of your family!br brHead down the hallway and find a half bath, Bedroom 1 with a queen tempurpedic sleeper sofa, and full bathroom with a stall shower. A family room with a TV (streaming only) and large comfy sectional couch with room for the whole family completes the first floor. br brFrom the living room, the fabulous lighthouse staircase will lead you to the second floor. Here you will find three cozy and relaxing bedrooms and two full bathrooms. One bath is located off the hall and the other is in the primary bedroom. brbrBedroom #2 has a full bed, closet, oversized bean bag, dresser and night table- Second floorbr brBedroom #3 has a full bed, closet, night stand, and dresser- Second floorbr brBedroom #4 has a king bed with Apple TV for streaming, night tables, desk with monitor, dresser and an ensuite full bathroom- Second floorbr brBack downstairs, off of the dining area, you will find sliders to the back deck with a table for outdoor dining, lounge chairs, and a private yard. Fire up the gas grill for dinner or jump in the enclosed outdoor shower after a sandy day at the beach. The yard is not fully fenced in. br brBeach parking pass is included with the property for 1 car at all Barnstable Beaches, including Dowses beach.brbrFree Tickets and Complimentary Activities! Create unforgettable memories and experience Cape Cod like a local! Enjoy $750 worth of daily exclusive free tickets to exciting local attractions through our partnership with Xplorie. Your amenities include activities such as Island Cruises, Whale Watch, Bike Rentals and admission to Whydah Pirate Museum. When you're not soaking up the sun on the beach, enjoy daily rounds of golf at Cranberry Valley or Chequessett Golf Courses and mini-golf for family fun.brbrWith all NEVR properties, we think of the little things to make your vacation special. Our Guest Welcome Bag, compliments of the homeowner, contains starter quantities of kitchen and bathroom essentials, with a few locally sourced snacks as well (subject to change based marketplace availability).brbrThis home offers Keyless Entry for your convenience.brNO SMOKING of anything containing tobacco, any other substance, and e-cigarettes, inside or outside of the home.brDOG FRIENDLY HOMES are for a DOG only. This home allows 1 dog with a $25 per night fee. With owner approval, a second dog may be considered for an additional $25 per night fee. A Pet Registration form must be completed upon reservation confirmation. brMax parking of cars at property: 3. No parking on lawn anytime brbrAdditional Information to Assist You:brDeparture cleaning is included with your reservation at no additional charge. Simply follow our basic check-out instructions at your departure. brState and local taxes are charged if applicable. brFor Reservations made over 60 days away, you will make two payments - 50% initial payment with reservation and the final balance will be auto billed to your credit card 60 days prior to arrival. We accept Mastercard and Visa for payments.brA confirmed reservation is non refundable--please consider purchasing trip cancellation insurance. Ask our guest specialist for more details regarding cancel options and trip insurance. br***Linens - bed sheets, bath/dish/beach towels and bath mats are included with this home but can be rented at time of booking or at a later date through our linen rental partner. Please ask our guest specialist for details. Our NEVR Homes come with mattress covers, pillows and a bed cover such as blanket, quilt, bedspread etc.brYou must be 25+ years old unless accompanied by a parent or guardian to book one of our Vacation Rental Homes. An ID must be furnished upon request. brbrArea Info: *Mileage is approximatebrbr0.8 mile to Dowses Beachbr0.9 mile to Main Streetbr Ice Creambr Restaurantsbr Coffee shopsbr3.6 miles to Craigville BeachbrbrDrive (6.4 miles) to Main Street Hyannis where you will find:brbrThe Steamship Authority FerrybrRestaurantsbrShoppingbrBarsbrBakeriesbrMuseumsbrGalleriesbr*Mileage is approximate
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Bath 4

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