Home Vacation Home Rentals By Owner In Eastham, MA

Showing 309 Of 309 Vacation Rentals
Slider Thumb
Exceptional(2)

$580.76

/ Nightly
Private Vacation Home

Cape Getaway -walk to restaurants & shops, near bay & ocean beaches & rail trail

Eastham, Massachusetts, United States

The RunawaybrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrNestled on a tranquil cul-de-sac private road in Eastham, MA, this charming house offers the perfect retreat for families and adventure seekers alike. Just a short stroll away, you'll find delightful restaurants like Caroline's, the must-try Nauset Ice Cream, and a variety of shops. With the bike path just half a mile away and the stunning Bay Beaches, with Thumpertown Beach being the closest, and Cape Cod National Seashore Beaches close by, outdoor enthusiasts will be in paradise. Nauset Light Beach is only three miles away, and Wiley Pond, complete with a playground, is perfect for kids.brbrThis dog-friendly home is equipped with all the amenities you need for a comfortable stay, including a fully stocked kitchen with modern appliances, a cozy living room with a smart TV, and a deck with patio furniture and a gas grill for outdoor dining. Enjoy evenings playing or relaxing on the large lawn area. brbrWhether you're whale watching, beachcombing, or cycling along scenic routes, this property is ideally located for exploring the best of Cape Cod. With easy access to local attractions, including the Wellfleet Drive-In and Audubon, your days will be filled with adventure. Book your stay today and create unforgettable memories in this delightful Eastham getaway!brbrThings to KnowbrCheck-in time: 4:00 p.m.brCheck-out time: 10:00 a.m.brAll guests shall abide by our good neighbor policy and shall not engage in illegal activity. Quiet hours are from 10:00 p.m. to 8:00 a.m.brNo smoking is permitted anywhere on the premises.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.brbrParking notes: There is free parking available for 4 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 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 4

Bed

Bath 2

Bath

Sleep 8

Sleeps

Slider Thumb
Exceptional(4)

$1427.96

/ Nightly
Private Vacation Home

Charming retreat near the ocean with W/D, games, & trails

Eastham, Massachusetts, United States

Seashore SplendorbrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrNestled on the edge of the Cape Cod National Seashore in Eastham, this charming house offers a serene retreat surrounded by nature. Just a short walk away from the beach and the Cape Cod Rail Trail, this location is perfect for outdoor enthusiasts and bird watchers alike. The house boasts a comfortable atmosphere with a window air conditioner or ceiling fan in every room, ensuring a pleasant stay even on warmer days. brbrStep inside to discover a spacious interior with a large screened porch that extends the living area, providing a cozy dining space and seating area. Enjoy yard games like bocce, horseshoes, and corn hole, or soak up the sun on the back deck equipped with a grill for outdoor cooking. Whether you're relaxing indoors or spending time outside, this house offers the perfect blend of comfort and natural beauty.brbrEquipped with modern amenities such as a washer/dryer, internet access, and a well-appointed kitchen with essential appliances, this house has everything you need for a convenient stay. Cozy up in one of the comfortable bedrooms, unwind in the living room, or dine al fresco in the screen porch. With a variety of entertainment options including board games, books, and games, there's something for everyone to enjoy.brbrExplore the surrounding area and take advantage of the nearby attractions such as beaches, museums, restaurants, and shopping opportunities. Whether you're interested in bird watching, whale watching, kayaking, or simply relaxing by the ocean, Eastham offers a diverse range of activities for all ages. Experience the beauty of Cape Cod National Seashore and create lasting memories at this lovely vacation rental in Eastham. Book your stay today and start planning your coastal getaway!brbrThings to KnowbrCheck-in time: 4:00 p.m.brCheck-out time: 10:00 a.m.brAll guests shall abide by our good neighbor policy and shall not engage in illegal activity. Quiet hours are from 10:00 p.m. to 8:00 a.m.brNo smoking is permitted anywhere on the premises.brbrParking notes: There is free parking available for 5 vehicles.brbrSecurity camera details: Ring doorbellbrbrbrbrDamage 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 5

Bed

Bath 4

Bath

Sleep 10

Sleeps

Slider Thumb
Exceptional(23)

Select Dates for Price
Private Vacation Home

Spacious Eastham Home w/ Expansive Deck & Yard - Near Nauset Light Beach

Eastham, Massachusetts, United States

Lighthouse HideawaybrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrPROPERTY OVERVIEWbrbrFeaturing miles of unspoiled shoreline and warmer bay beaches, Eastham is a sure bet for your next Cape Cod getaway.brbrAn ideal place to relax, this two-story 5BR/2.5BA home offers 2,274 square feet of comfortable living space -- perfect for spending time with your group. After a day of coastal explorations, unwind in two living areas, play a match of ping-pong, or kick back on the spacious deck.brbrLIVING AREASbrbrStretch out on the comfy sofa and watch all your favorite shows on the 42” TV.brbrAlso on the first floor, a bonus living space provides a full-size futon and another 42' TV. Curl up and watch a movie with your crew, or head down to the basement to play a match of ping-pong.brbrKITCHEN & DININGbrbrWhip up tasty meals in the well-equipped kitchen with a stainless steel Dacor oven and plenty of cabinet and counter space. Helpful gadgets include a blender, coffee maker, and toaster.brbrWhen dinner’s ready, gather at the wooden dining table with seating for eight.brbrBEDROOMS & BATHSbrbrThis home comfortably sleeps 10 guests total in five bedrooms.brbrOn the first floor, the master bedroom features a king-size bed and an en-suite half bathroom. A second bedroom offers two twin-size beds, while a third is outfitted with a queen bed. The first floor also has a guest bathroom with a tub/shower combination.brbrUpstairs, a fourth bedroom provides a king-size bed, while a fifth has two twin beds. Both rooms include skylights. A full bath with a shower is also located on the second floor.brbrAll bedrooms include an AC unit.brbrOUTDOOR AREASbrbrSpend leisurely afternoons on the expansive 16’ x 31’ deck overlooking the private backyard. Rinse off in the large outdoor shower after a fun-filled day at the beach, then fire up the grill and enjoy a family dinner outside.brbrEXTRA AMENITIESbrbrGuest amenities include complimentary Wi-Fi, a DVD player, cable TV, a washer/dryer, and parking for up to five vehicles. There are also beach chairs and umbrellas for guest use.brbrTHE LOCATIONbrbrBordering the Cape Cod National Seashore, Eastham features long stretches of beautiful beaches, broad marshlands, and lush forests.brbrExplore the Cape Cod Rail Trail, a paved path that extends 22 miles from Dennis to Wellfleet. Or spend the day swimming, surfing, and enjoying the breathtaking views from Nauset Light Beach and Nauset Lighthouse -- both within 2 miles.brbrFor a memorable family outing, drive 3 minutes to the Wellfleet Flea Market and browse through Cape Cod memorabilia, antiques, and jewelry. As evening falls, catch a movie at the drive-in theater (both open seasonally).brbrParking notes: There is free parking available for 5 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 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 5

Bed

Bath 2

Bath

Sleep 10

Sleeps

Slider Thumb
Exceptional(38)

$563.13

/ Nightly
Private Vacation Home

Updated Waterfront Gem on Saltwater Town Cove w/ Private Dock & Sunrise Views

Eastham, Massachusetts, United States

Island Bay BungalowbrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrA blissful Cape Cod vacation awaits at this 3BR home on Eastham's Saltwater Town Cove. Bring your boat, kayak, or paddleboard for direct access to Nauset Inlet and the Outer Beach, or relax on the sunny dock for some of the Cape's best fishing.brbrNewly remodeled with an open layout and beautiful new kitchen, your crew will love the indoor/outdoor living. The huge deck is the perfect spot for alfresco dinners, sunbathing, or simply enjoying the view.brbrABOUT THE HOUSEbrbrTwo living rooms, an expansive deck, and three peaceful bedrooms offer plenty of indoor and outdoor space for six guests to relax and unwind on Saltwater Town Cove.brbrHardwood floors shine on the ground floor, where you'll find the open concept living, dining, and kitchen area, plus the three bedrooms. The living room offers ample seating on multiple couches and chairs, elegant ocean-themed artwork, and a beautiful area rug with a nautical sensibility. Natural light pours in through a row of skylights, and two AC units add comfort. Kick back and watch shows on the 54” flat-screen TV.brbrThe window-lined dining area seats eight, and the newly remodeled kitchen is a dream to cook in. Highlights include a double-door fridge, recessed lighting, tile floors, and dishwasher. Brew a fresh cup and sit down with the paper at a breakfast bar with four stools.brbrEnjoy the ocean breeze on the expansive deck, the perfect spot to watch the sunrise over the water or to grill up savory bites. A dining table for six lets you accompany every meal with the picturesque view, and there's plenty more seating for naps in the sun and vacation reading. The lush green lawn rolls down to the waterline, where a dock awaits for your boat, kayak, or paddleboard.brbrThe downstairs living room is perfect for games or movie marathons. Sit down for an evening of card games at a round table for four, or catch a movie on the 45” TV. The room is also equipped with two queen sleeper sofas, a small fridge, and a microwave. Stunning cove views can be seen through big windows.brbrEach of the three bedrooms comes with their own AC unit. The master bedroom features a king bed and a 39” TV, the second bedroom is a queen, and the third has two twin beds.brbrThe shared bathroom on the ground level has a peach color palette, intricate tile work, and a walk-in shower. The lower-level bathroom also boasts a walk-in shower.brbrExtras at the property include driveway parking for three cars, laundry facilities, Wi-Fi, and an outdoor shower.brbrTHE LOCATIONbrbrThe spectacular National Seashore beaches begin 4 miles away, with the calmer bay waters lapping a half-mile closer.brbrHead to Eastham's Friendly Fisherman, or dine at famous Orleans eateries The Knack and Big Dog's BBQ, just over 1 mile away; pick up fresh seafood to grill at Nauset Fish & Lobster Pool, a few blocks beyond.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.brbrParking notes: There is free parking available for 3 vehicles.brbrDock details: 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 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

Bed

Bath 2

Bath

Sleep 6

Sleeps

Slider Thumb
Exceptional(19)

$341.45

/ Nightly
Private Vacation Home

Newly remodeled bayside cottage with screened patio - short drive to the water

Eastham, Massachusetts, United States

Bayside RespitebrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrThis newly remodeled bayside cottage is perfect for your next family vacation to Cape Cod. This house is just a few minutes' drive from a bayside beach and close to several other Eastham beaches. Explore Provincetown for whale-watching, nightlife, and some of the best restaurants on the Cape about 20 miles north. The town of Wellfleet is less than 10 miles away and has one of the very few drive-in movie theaters left in the country!brbrThe brand-new screened patio is spacious and stunning with its coastal blue and white hues, shabby chic furniture, and overhead twinkle lights. Enjoy an alfresco meal with a cool breeze in this sanctuary. Then, head inside to enjoy a movie on the large TV above the electric fireplace in the living area. brbrThis relaxing space has everything you need for a coastal adventure.brbrTHINGS TO KNOWbrStreaming services are available with guests' own accounts.brOne of the bedrooms and the living room have chairs that convert to twin beds.brThe outdoor shower is not functional.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 2

Bed

Bath 1

Bath

Sleep 6

Sleeps

Slider Thumb
Exceptional(18)

$421.62

/ Nightly
Private Vacation Home

Charming home with spacious deck and patio, washer/dryer & high-speed WiFi

Eastham, Massachusetts, United States

Life's Better at the BeachbrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrEscape to the Cape with this lovely family-friendly home and leave all of your worries at the door! Featuring an updated and fully-equipped kitchen, a spacious living area with comfortable furnishings and a TV with Netflix streaming, and enough room for the whole family. Guests will fall in love with this home the moment they step through the door. Relax on the furnished patio after a long day of playing in the waves–grab any of the books available and make your way to the seating area for a relaxing afternoon. If you wish to surprise your guests with delicious, grilled meals, the gas grill available outside will be just what you need. Take advantage of the outdoor dining area on the deck to enjoy your meals al fresco. With the beach towels provided and on-site washer/dryer, the convenience of packing light is something you can have here. Spend countless hours around the firepit with your friends–there's no better place to hang out, share hilarious stories, or simply enjoying each other's company. High-speed internet, central air-conditioning, and a washer/dryer round out your home's essentials. brbrEastham boasts a myriad duney beaches, several historic lighthouses, and museums galore. You'll have much to explore in this beautiful town! The Eastham Center Historic District is one of many sites in town on the National Register of Historic Places and is a short two-mile drive. Down this corridor, visitors can admire the Eastham Windmill, the oldest on the Cape, as well as nine well-maintained homes and structures. The Collins Cottage Historic District boasts seven cottages, a seawall, and a shucking house, representing the historic cottage colonies from the Cape's storied past.brbrTHINGS TO KNOWbrStreaming TV services require guest accounts to access.brbrParking notes: There is free parking available for 4 vehicles.brThis rental is located on floor 1.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 4

Bed

Bath 2

Bath

Sleep 6

Sleeps

Slider Thumb

$553.78

/ Nightly
Private Vacation Home

Dog-friendly forest cottage with firepit & great deck, walk to bay beaches

Eastham, Massachusetts, United States

The Woodland CottagebrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrNestled in the serene woods of Eastham, this charming cottage offers a delightful retreat for your summer getaway on Cape Cod. Just a half-mile stroll or bike ride from the picturesque Thumpertown Beach on Cape Cod Bay, this light-filled home is the perfect base for your coastal adventures. After a day of sun and surf, unwind on the expansive, tree-lined deck that beckons you to relax and soak in the tranquil surroundings.brbrThis single-story cottage boasts a bright and inviting interior, featuring large windows that fill the space with natural light. The modern kitchen is equipped with stainless steel appliances, making meal preparation a breeze, while the cozy dining-family room is perfect for enjoying after-dinner movies. The updated main bedroom ensures a restful night's sleep, and with amenities like high-speed WiFi and partial air conditioning, your comfort is guaranteed.brbrOutside, the enclosed outdoor shower provides a refreshing rinse after a day at the beach, and the gas grill is ready for family barbecues under the stars. Gather around the shaded patio table for dinner, and as the evening unfolds, roast marshmallows around the firepit, creating cherished memories with loved ones. brbrWith the Cape Cod Rail Trail and a variety of restaurants just a mile away, you'll have everything you need for a perfect vacation. Whether you're swimming, golfing, or biking, this dog-friendly cottage is designed for family fun and relaxation. Book your stay today and experience the beauty of Eastham!brbrThings to KnowbrbrNew Queen bedbrbrIf 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 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.
Bed 2

Bed

Bath 1

Bath

Sleep 5

Sleeps

Slider Thumb
Exceptional(2)

$551.81

/ Nightly
Private Vacation Home

Nana & Baba’s Clamshack: 4-bedroom, Cozy Eastham Home Right Near Beach

Eastham, Massachusetts, United States

Welcome to Nana and Baba’s Clamshack – Where Cape Cod feels like home. brbrA brand-new rental for 2025, The Clamshack is where Cape Cod charm meets family tradition. Tucked away in the heart of Eastham, this home isn’t just a place to stay—it’s a place to make memories. Once home to our beloved grandparents—who filled it with big Italian meals, summer adventures, and the kind of warmth that makes a house feel like home—this spacious 4-bedroom, 2.5-bath house is now ready to welcome new memories. It’s not extra fancy, but it’s full of heart, just like Nana and Baba would’ve wanted.brbrLocated just 2.5 miles from Nauset Light Beach, 1 mile Sunken Meadow Bay, and 1 mile from the Cape Cod Rail Trail, it’s the perfect home base for days spent biking, clamming at Sunken Meadow, and grabbing pizza at The Barn. We're also a quick 10 minute drive from the Orleans Firebirds home field - one of the teams thqat are part of the legendary Cape Cod Baseball League. brbrThe fully equipped kitchen (with multiple ovens!) is made for cooking up fresh seafood feasts, while the screened-in porch and outdoor shower add to the laid-back Cape experience. Central AC is located downstairs, as well as heat throughout the home. Bedrooms are great for siblings and friends, while the master and other downstairs rooms have respective king and queen beds for more tucked away privacy. brbrWith plenty of space for families, a quiet street for bike rides, and a prime location for exploring Eastham, our home is ready to be part of your Cape Cod traditions. brbrSo pack your flip-flops and bathing suits—Nana and Baba’s Clamshack is ready to welcome you home. brbrBook your 2025 getaway and start making memories!brbrThe spacebrbrPrime Location and conveniently located close to some of the area’s top attractions:brbrBeaches:br• Sunken Meadow Beach - 2 minute drivebr• Campground Beach - 4 minute drivebr• Cooks Brook Beach - 4 minute drivebr• Nauset Light Beach - 5 minute drivebr• Coast Guard Beach - 9 minute drivebr• First Encounter Beach - 7 minute drivebrbrLocal Attractions:br• Cape Cod Rail Trail - 5 minutes bike ridebr• Eastham Windmill is only a 6 minute drivebr• The Barn Pizza and Mini Golf - 4 minute drivebr• Wellfleet Drive-in Cinema - 6 minute drivebr• Nauset Ice Cream - 3 minute drivebr• Orleans Firebirds Home Field - 10 minute drivebr• Provincetown - 30 minute drivebrbrThe House:br• Rinse after a relaxing day at the beach in our outdoor shower.br• Enjoy dinners on the back porch br• Central AC downstairs and AC units upstairs to keep you cool in the summer.br• 55” Smart TV with streaming servicesbr• Thoughtfully stocked kitchen for you to whip up delicious meals.br• Provided coffee & tea selection of KCups
Bed 4

Bed

Bath 2

Bath

Sleep 8

Sleeps

Home Most popular vacation rentals in Eastham