Home Vacation Rentals By Owner In South Dennis, MA

Showing 20 Of 45 Vacation Rentals
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Exceptional(7)

$479.04

/ Nightly
Cottage

Gorgeous Getaway on the Cape Cod Bikepath **New!**

South Dennis, Massachusetts, United States

New to VRBO! Our house is a newly remodeled, 2740-sq-ft open-concept stunner, adjacent to the CCRT bikepath. Relax in 3 separate living spaces, perfect for 1-2 families with kids, or friends traveling together. A modern open kitchen has everything you need for family dinners. Hang out by the firepit in our huge backyard, or stroll across the path into the Indian Lands, with beautiful paths along the Bass River. Less than 10 mins to bay or oceanside beaches, or bike all the way up to Wellfleet!brbrThe space: Enter into the wood-beamed Great Room, with a wood-burning stove in the corner, cozy couch and Smart TV (equipped with Netflix, Hulu, Apple TV, Disney+), and an expandable dining table that seats 8-10. Off to one side is a sunroom, which overlooks the backyard and is filled with books and games for families, especially the toddler/preschool set. Up the carpeted stairs is the master suite, with a supremely comfortable king bed, a toddler bed/daybed, and an ensuite bathroom with a walk-in shower. The open-concept kitchen area has a granite island with pull-up barstools, perfect for gathering around, as well as another dining table that seats 6-8, and a little desk area. That opens to a second living room with a fireplace (currently not in use) and more comfy seating, and a hallway that leads to a high-ceilinged king bedroom, with its own bathroom (this is where you’ll find the full washer/dryer). Up a set of stairs is another bedroom suite with a bunkbed with a twin bed on top and a full bed below, as well as a daybed that pulls out to a king. Basement has ping pong table for rainy day fun!brbrSome of our 5-star reviews on Airbnb (from last season, our first time hosting): Lovely home, great open spaces. (Geralyn, Aug '22); The house is so charming and airy! Bay was amazing with communication and so responsive through the entire process. I highly recommend this listing! If I return to Cape Cod, this will be my first choice to stay! (Michael, July '22); We had a wonderful time at this lovely house. It is spacious, clean and comfortable and the location is amazing. Bay was a perfect host and went above and beyond to make our vacation memorable! (Lauren, May '22)
Bed 3

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Bath 3

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Sleep 8

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Exceptional(5)

$320.46

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Cottage

Lovely Dennis Cottage - Walk to Beach!

South Dennis, Massachusetts, United States

Experience the picturesque town of South Dennis at this charming 3-bedroom, 1-bath cottage! Located within walking distance of the beach and near the Cape Cod Rail Trail, this vacation rental offers the perfect blend of relaxation and adventure. Unwind on the deck after a day of exploring the picturesque seashores, then cozy up by the fireplace with a good book. With its prime location and comfortable amenities, this cottage is the ideal home base for your Cape Cod getaway!brbr-- THE PROPERTY --brbrMassTaxConnect ID C0466560750 | Furnished Deck | Pet Friendly (1 Pet Max) | Multiple Living Areas brbrBedroom 1: King Bed | Bedroom 2: Full Bed | Bedroom 3: Full Bed | Living Room: Full Sleeper Sofa | Basement: Queen Sleeper Sofa brbrHOME HIGHLIGHTS: Smart TVs, fireplace, large dining table, gas grill, outdoor dining area w/ umbrella, fire pitbrKITCHEN: Fridge, stove, dishwasher, Keurig/drip coffee maker, microwave, cooking basics, toaster oven, dishware/flatware, trash bags/paper towelsbrGENERAL: Free WiFi, washer/dryer, keyless entry, central heating & A/C, complimentary toiletries, linens/towels, iron/boardbrFAQ: 2 exterior security cameras (facing out)brSUITABILITY: 2 steps to enter, all bedrooms on main floor brPARKING: Driveway (4 vehicles), free street parking (first-come, first-served)brbr-- THE LOCATION --brbrSUN AND SAND: Beach access (walking distance), SaltBox Beach (2 miles), Mayflower Beach (5 miles), Corporation Beach (5 miles), Bank Street Beach (6 miles), Chapin Memorial Beach (7 miles), Red River Beach (8 miles) brOUTDOOR EXPLORATION: Indian Lands Conservation Area (0.7 miles), Fresh Pond Conservation Land (2 miles), Crowes Pasture Conservation Area (4 miles), Flax Pond Conservation Land (5 miles), Eddy Bay Trail (8 miles) brTHINGS TO DO: Cape Cod Museum of Art (4 miles), Cape Cod Museum Of Natural History (5 miles), Whydah Pirate Museum (6 miles), Heritage Museums & Gardens (22 miles) brAIRPORT: Boston Logan International Airport (80 miles)brbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- Pet friendly (1 pet max) br- No events, parties, or large gatheringsbr- Must be at least 25 years old to bookbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbr- NOTE: The property requires 2 steps to access the entrance and stairs a required to access the basement br- NOTE: Your safety matters. This property features 2 exterior security cameras: 1 camera is located at the front door facing the entrance, and 1 camera on the side of the house facing the driveway. The cameras are outward facing and do not look into interior spaces. The cameras record video or sound when activated by motion
Bed 6

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Bath 1

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Sleep 8

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Exceptional(3)

$374.25

/ Nightly
Private Vacation Home

Charming home with private pool, deeded bay access, firepit, & W/D

South Dennis, Massachusetts, United States

Ace's Cape EscapebrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrA private (seasonal) pool and deeded access to Kelley's Bay are the perfect complements to this charming Cape Cod cottage. Spend blue-sky summer days lounging around the pool deck, listening to your favorite tunes on the outdoor Bluetooth speaker. A furnished deck is ready to welcome additional outdoor living, with features including a gas grill, a dining table, and a gorgeous propane firepit. Canoes and kayaks can be launched via the Kelley's Bay access point. The Johnny A. Kelley Recreation Area is also within walking distance where you can enjoy community amenities like tennis, pickleball, and walking trails. The home's central cape location leaves you within easy reach of many great beaches like Mayflower Beach. An outdoor shower is even equipped so you can rinse off sand and saltwater.brbrUpper and lower-level living areas provide plenty of room to spread out inside with plenty of comfortable overflow accommodations, and four smart TVs are equipped for streaming shows and movies. The full kitchen makes it easy to plan and prepare home-cooked meals. Additional perks include free WiFi and a private washer/dryer.brbrThings to KnowbrCheck-in time: 4:00 pm.brCheck-out time: 10:00 am.brAll guests shall abide by Vacasa’s good neighbor policy and shall not engage in illegal activity. Quiet hours are from 10 pm to 8 am.brNo smoking is permitted anywhere on the premises.brOccupancy is per town permit.brStreaming is available with guest credentials.brFireplace is not for guest use.brbrParking notes: There is free parking available for 4 vehicles.brbrPlease note: this home resides in a noise-sensitive area and the owners participate in our Good Neighbor protection program. Our smart home technology will alert our team if excessive decibel or occupancy levels are detected, allowing us to reach out directly with a reminder of maximum occupancy and quiet hours. This technology is privacy compliant, and only monitors the presence of decibels and devices-not any personal conversation or information. Thank you for supporting our efforts to be good neighbors!brbrDamage 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 25 years of age to book. Guests under 25 must be accompanied by a parent or legal guardian for the duration of the reservation.
Bed 3

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Sleep 7

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Exceptional(4)

Select Dates for Price
Private Vacation Home

7 bedroom home sleeping 14! Located on the Bayside with private pool!

South Dennis, Massachusetts, United States

Located in sought after Bayside neighborhood, this Cape Cod home is truly one of a kind. Featuring 7 bedrooms and private swimming pool, this slice of paradise is sure to be the perfect setting to your summer vacation.brbrThe expansive layout gives you the hosting ability for a multi generational stay with room to spare! The main level of the home boasts an beautifully designed kitchen that perfectly flows into the elegant dining room. From here you will find one of the three living areas that overlooks the lush lawn. The light and bright master bedroom with king bed will have a full size master bathroom with walk in shower and direct access to the backyard. brbrThe second level of the home highlights another living area with comfortable seating and an additional five bedrooms. Each of these bedrooms either have a private attached bathroom or direct access to a jack and jill bathroom (see full bedroom/bathroom details below). Immaculately decorated in coastal decor, the seaside will be calling your name from every room.brbrFor members of the family who like to have space of their own, the lower level is the ideal place to be. With its own living area, queen bedroom and full size bathroom with walk in shower, it is the perfect solution for those who prefer more privacy. There is also another full size washer/dryer (the other set is located on the main level).brbrAs breathtaking as the interior is in this exquisite home, the manicured yard and in-ground heated pool is where you will want to spend your warm summer days. The back yard is perfect for enjoying the best outdoor summer breezes. You can choose to relax in the sun along the pool deck or jump right in to cool off. If you need a place to lounge out of the sun, the fully equipped cabana house will not disappoint. With pleasant seating, kitchenette, half bathroom and TV, you may not want to leave this inviting spot. Open up the slider doors and you will be greeted by the counter height bar with plentiful seating by the pool.brbrLocated just down the road from one of the most sought after spots on the Cape, Sesuit Harbor! Whether you want to have brunch, enjoy a sunset dinner or take a Cocktail Cruise, Sesuit Harbor is the perfect setting and a Go to Spot when you visit. brbrIf you feel like exploring and can tear yourself away from the pool, the popular Bayside beaches are located just down the road. Harborview Beach is a quick walk from the home (.4 mile), Corporation Beach (2.5 miles) and the very sought after Mayflower Beach (3.6 miles) are waiting for you to catch a lovely sunset!brbrBeach Note: Harborview Beach is a Resident Only Beach. Although you are welcome to walk to this beach or drop off, you will not be able to park a vehicle unless you have a Resident Parking sticker.brbrSpecial Note: Bathrooms have stand up showers only, no bathtubs.brbrSquare Footage: 4,000brbrMaximum Occupancy: 14brMaximum Vehicles: 10brbrBedroom #1: King (main level) with attached master bathroombrBedroom #2: Queen (2nd Level) with jack and jill bathroombrBedroom #3: Queen (2nd level) with jack and jill bathroombrBedroom #4: Queen (2nd level) with private full size bathroombrBedroom #5: Queen (lower level)brBedroom 6: 1 Double bed and Bunk Bed (Pyramid Bunk Bed Twin over Full) with jack and jill bathroom (2nd level)brBedroom #7: 2 Bunk Beds ( Both are Pyramid Bunk Beds-Twin over Full) with jack and jill bathroom (2nd level)brbrTOWN OF DENNIS OCCYPANCY PERMIT NUMBER: RENT-005086-2023brbrLinen & Towel Package: Please note that this property does not include linens, bath, or beach towels. To add these items to your reservation, it would be $542 + taxes. The linens and towels will be delivered to your rental on check-in day and must be repacked into the container upon check-out. You can also include our 'Bed Making Service' to your order for a total of $746 + taxes. The provided quote includes a one-week rental. For pricing on additional weeks, please contact us directly.
Bed 7

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Bath 7

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Sleep 14

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Exceptional(2)

$540.84

/ Nightly
Private Vacation Home

Super Private & QUIET - Bass Riverfront - 100 yards to Beach @ Follins Pond - Firepit

South Dennis, Massachusetts, United States

South Dennis: Privacy prevails from this beautifully updated, Waterview three-bedroom, one and a half bath home nestled on a super private lot, surrounded by trees and directly abutting Follins Pond - just steps from the backyard. This home coined “Edi's Place”, is the perfect blend of comfort and style, making it an ideal getaway for families or groups of friends looking to explore the beauty of Cape Cod. Stroll to the Beach on Follins Pond, easily launch your kayak 100 yards away from the front door and bring the fishing rod! Just pack your bags and arrive - it's immaculate and offers everything you need in a home away from home! brbrWith a spacious layout, this property comfortably accommodates up to six guests. The primary bedroom features a luxurious king-sized bed, while the two additional bedrooms each offer a queen-sized bed, ensuring a restful night's sleep for everyone. Both the full and half bathrooms are well-appointed and updated.brbrbrStep outside to enjoy the private yard, perfect for outdoor gatherings or simply soaking up the sun. The outdoor amenities include a brand-new outdoor shower, a grill for barbecues, a fire pit for evening relaxation, and ample seating to enjoy the fresh air. The property is also just a short walk from the beach, allowing you to easily indulge in sun-soaked days by the water.brbrbrInside, the home boasts a fully equipped kitchen with modern appliances, including a gas range, dishwasher, microwave, and coffee maker, making meal preparation a breeze. A bright dining area with seating for six opens to the inviting living area featuring a smart TV and comfortable seating, creating a cozy atmosphere for movie nights, games or catching up with loved ones.brbrbrFor your convenience, the property includes essential amenities such as air conditioning, free Wi-Fi, and laundry facilities, ensuring a comfortable and hassle-free stay.brbrbrNorthside saltwater beaches are a short drive away. Obtain your beach pass in advance and you can have access to all the sought after town of Dennis beaches - salt and fresh, bay and Nantucket SoundbrbrbrLocated near many local attractions, guests can enjoy activities such as an evening out at one of the wonderful Dennis restaurants, catch a show at the infamous Cape Playhouse, or visit one of the many close Museums: Cape Cod Museum of Art, Whydah Museum and Cape Cod Museum of Natural History. The location provides additional entertainment options for all ages - Cape Cinema, Cape Cod Inflatable Park, minigolf, Cape Cod Bike Trail, and many more fun Cape Cod attractions.brbrbrDon't miss the chance to experience the tranquility and beauty of CapeCodProperty 194, a hidden gem nestled in a beautiful neighborhood. Book your stay today and create unforgettable memories in this idyllic Cape Cod retreat!brbrbrLinens Provided.brbrPLEASE NOTE: Once your reservation is made a lease will be emailed to you from Foran Realty. You must sign your lease within 48 hours of receipt. If you do not receive the email please contact Foran Realty immediately. Please note our cancellation policy spelled out in the lease. You will be asked to initial the policy as part of the signing of the lease. Foran Realty will not process any credit card payments until the lease is returned to our office. Your reservation is not confirmed until your lease is returned and the deposit is collected. Your reservation is on HOLD and not bookable by another party for the 48 hours from the time of the initial booking. We look forward to seeing you soon.
Bed 4

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Bath 2

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Sleep 6

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Exceptional(36)

$237.94

/ Nightly
Private Vacation Home

Dog friendly home w/ deck and private gas grill - on the bay side of the Cape

South Dennis, Massachusetts, United States

Skylight TonightbrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrThis quaint little Dennis home is perfect for a family visiting the cape to call home. This homey hideaway contains a deck and a grill for cooking up the catches of the day. The home is equipped with a full kitchen for preparing meals for your whole group. It is conveniently located in the middle of the Cape and allows guests to visit any area they please from this home base.brbrWhat's nearby:brThe nearest beach is Corporation Beach, just over four-and-a-half miles away from the house. If you want to go to the south side of the Cape, the nearest beach is West Dennis Beach, just six miles away. The Cape Cod Mall (where guests can do all sorts of shopping or catch a movie at the cinemas) is just over 10 miles away.brbrThings to know:brFree WiFi and cablebrFull kitchenbrDog friendlybrThis home uses window AC.brbrIf you are bringing a dog on your trip, the pet fee is already included in your quote when selecting ‘Yes’ to pets. If you would like to add more dogs, please contact us. The pet fee is per stay and ranges between $150 and $200, depending on the bedroom count, and will apply for each additional dog.brbrParking notes: There is free parking available for 2 vehicles.brbrPlease note: this home resides in a noise-sensitive area and the owners participate in our Good Neighbor protection program. Our smart home technology will alert our team if excessive decibel or occupancy levels are detected, allowing us to reach out directly with a reminder of maximum occupancy and quiet hours. This technology is privacy compliant, and only monitors the presence of decibels and devices-not any personal conversation or information. Thank you for supporting our efforts to be good neighbors!brbrDamage 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.
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Bath 2

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Sleep 8

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Exceptional(6)

$399.78

/ Nightly
Private Vacation Home

Located in the heart of Dennis

South Dennis, Massachusetts, United States

South Dennis - Conveniently located in the heart of South Dennis this 3 Bedroom 1.5 bath home is the perfect place to spend your summer vacation. This home offers an eat in kitchen, formal living room with gas fireplace as well as a large finished room in the basement for ample indoor entertaining space. Outside you will enjoy the beautiful landscaping, fenced back yard for additional privacy which enjoying your own beach complete with sand and fire pit. (Sorry no water access). rinse off in the outdoor shower after a fun filled day at one of the many Town owned beaches that are just a short drive way. Washer and Dryer are located in the basement, Central Air Conditioning for those was summer days, patio, grill and WIFI help make this your perfect summer escape! .Living space approximately 1152 square foot.brbrThis rental offers Saturday to Saturday change overs. brbrPLEASE NOTE: Once your reservation is made a lease will be emailed to you from Foran Realty. You must sign your lease within 48 hours of receipt. If you do not receive the email please contact Foran Realty immediately. Please note our cancellation policy spelled out in the lease. You will be asked to initial the policy as part of the signing of the lease. Foran Realty will not process any credit card payments until the lease is returned to our office. Your reservation is not confirmed until your lease is returned and the deposit is collected. Your reservation is on HOLD and not bookable by another party for the 48 hours from the time of the initial booking. We look forward to seeing you soon.
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$497.11

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Private Vacation Home

Picture Perfect 3 Bedroom with GAME ROOM - Minutes from beaches and Dennis Village

South Dennis, Massachusetts, United States

Welcome to CapeCodProperty 119, a sparkling, vacation rental nestled in the charming town of South Dennis, Massachusetts. This spacious 3+ bedroom home offers a perfect blend of comfort and style, making it an ideal retreat for families or groups of friends looking to explore the beauty of Cape Cod.brbrWith a capacity to accommodate up to 8 guests, this property features a well-appointed layout that includes a front-to-back king bedroom on the 2nd floor, along with one queen bedroom (first floor) and a twin bedroom ( 2nd second floor). There is a queen bed set up in the finished lower level for overflow. All bedroom have TV's. The two full bathrooms have been nicely updated to ensure convenience for all guests, while the inviting living areas provide a cozy atmosphere for relaxation after a day of adventure.brbrAmazing Game/Bonus room in the finished lower level offers an additional queen sized bed, another large couch and game area with foosball, ping pong table, airhockey, dartboard and arcade games. brbrStep outside to discover a beautifully landscaped garden with firepit, deck and fully fenced rear yard, perfect for outdoor gatherings or simply enjoying the fresh Cape Cod air. The outdoor seating area and patio are ideal for al fresco dining or unwinding with a good book. For those who love the beach, beach essentials are provided, making it easy to enjoy the nearby sandy shores.brbrInside, the home is equipped with modern amenities including a fully stocked kitchen featuring a center eta-up island, refrigerator, dishwasher and coffee maker, ensuring you have everything you need to prepare delicious meals. There is also a bar area for entertaining too! The living area boasts a smart TV for entertainment, while the dining area provides a comfortable space for family meals.brbrAdditional features include ductless air conditioning, ceiling fans, and an outdoor shower for rinsing off after a day at the beach. Safety is prioritized with smoke and carbon monoxide detectors, as well as outdoor lighting.brbrLocated near Mayfair Boat Yard and not far from Dennis Village and bay side beaches, guests can enjoy a variety of nearby attractions such as whale watching, boating, and water sports. Explore local shops, indulge in delicious dining options, or take a short drive to beautiful beaches and scenic parks.brbrCapeCodProperty 119 is the perfect getaway for those seeking a memorable vacation experience. Book your stay today and create lasting memories in this beautiful Cape Cod home!brbrNO PETS - Owners are extremely allergic. Open to less that 3 nights off season. brbrPLEASE NOTE: Once your reservation is made a lease will be emailed to you from Foran Realty. You must sign your lease within 48 hours of receipt. If you do not receive the email please contact Foran Realty immediately. Please note our cancellation policy spelled out in the lease. You will be asked to initial the policy as part of the signing of the lease. Foran Realty will not process any credit card payments until the lease is returned to our office. Your reservation is not confirmed until your lease is returned and the deposit is collected. Your reservation is on HOLD and not bookable by another party for the 48 hours from the time of the initial booking. We look forward to seeing you soon.
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Exceptional(11)

$331.55

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Private Vacation Home

Petite beach home overlooking Follins Pond w/ central A/C and private gas grill

South Dennis, Massachusetts, United States

Villa FairviewbrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrPerched on a hill overlooking the gorgeous and lively Bass River, this home is perfect for those looking to connect with nature and enjoy the great outdoors. This home comes equipped with a kayak for guests to use - feel free to launch it at the bottom of the driveway and head down the river in either direction. Enjoy the beach as well! Guests are urged to eat, drink, and grill in the backyard.brbrWhat's nearby:brGuests can access Follins Pond Beach at the end of the driveway. The nearest beach is on the Bay side of the Cape, Corporation Beach at four-and-a-half miles away. If guests want to go to the south side of the Cape, the nearest beach is West Dennis Beach at six miles from the home. The Cape Cod Mall, known as the center point of the cape, is 10 and a half miles away.brbrThings to know:brA kayak is available for use by the guests.brbrParking notes: There is free parking available for 2 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.
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Home Most popular vacation rentals in South Dennis