Pet-friendly holiday rentals in Eastham

4.83 out of 5 average rating, 511 reviews

The image displays four sections of the cottage. A cozy sleeping area features a full-size bed with soft linens. A bright kitchen with marble counters is visible, alongside a comfortable living space with seating. An outdoor deck with furniture showcases a partially fenced yard.

Tiny home in Dennis Port

★TINY HOUSE★4/10mi Beach & Village★Pet OK★2 Bikes

Welcome to SAND PEBBLE COTTAGE! We are PET FRIENDLY! ($25/nt) This 300sq.ft "TINY HOUSE" is 0.4 mi from the ocean beach & 1/2 mi from Dennisport village At the end of a cul-de-sac, this tiny cottage has everything you need ✅ 4/10mi to beach & village ✅ Kitchen w/marble counters ✅ 2 Bike ✅ Deck w/furniture & charcoal BBQ ✅ Parking-2 cars ✅ Separate bedroom ✅ Full A/C ✅ Bring your sheets/towels-we do not provide linens ✅ Pet friendly-only 1 pet as the cottage is tiny $25/nt

4.99 out of 5 average rating, 97 reviews

A charming cottage exterior is surrounded by lush green grass and vibrant flower boxes. The house features a shingle facade and windows adorned with traditional shutters. A tranquil garden area adds to the serene atmosphere, inviting guests to enjoy the peaceful surroundings.

Cottage in East Orleans

Hobbit Cottage with Marsh View

Are you special enough to stay at the Hobbit Cottage? All of our tenants have been magical so far and we want to continue that trend! This cute little house is on a lovely marsh where you will hear birdsong while you enjoy the ever changing view of the gentle wetland. A mini paradise nestled in a quiet neighborhood, it is an easy bike ride or a short drive to Nauset Beach. Tiny and cozy, the cottage has every amenity for a comfortable stay! (7 Day SATURDAY - SATURDAY Minimum in July and August.)

4.91 out of 5 average rating, 68 reviews

A classic Cape Cod cottage is presented from an aerial view, featuring a spacious deck with a striped umbrella. Surrounding greenery and a manicured yard complement the exterior, while a path leads to the driveway. The cottage exudes a serene, welcoming ambiance.

Cottage in East Orleans

Escape to this Peaceful Cottage near Nauset Beach

Unwind at this peaceful, quiet and classic Cape Cod cottage in the charming town of Orleans surrounded by water and conservation lands! We are situated in the "elbow" of the Cape and equidistant to both of the charming villages of Chatham & Wellfleet. Chatham & Orleans offer plenty of Dining options (even Off Season) including our favorite the Rock Harbor Grill! If you’re looking for a quiet Mid Cape Escape we will not disappoint. Pls CHECK "Other Details" prior to sending booking request.

4.93 out of 5 average rating, 113 reviews

A spacious outdoor area features a circular arrangement of colorful chairs, including blue, red, and green options. The inviting lawn is framed by trees, with a large glassed-in porch visible in the background, providing a seamless connection to the natural surroundings.

Home in Harwich Port

Stunning Home in Harwich Port

Welcome to our stunning retreat in charming Harwich Port! This beautiful 4-bed, 2-bath home is the perfect destination for your next getaway. The spacious interior and finished basement are perfect for families or groups and the big fenced-in yard is ideal for outdoor activities, relaxation and pets (please include pets when booking)! A 5 min drive from the beach and downtown, you'll enjoy all that the area has to offer. Book today and experience the best of Cape Cod in this beautiful home!

4.9 out of 5 average rating, 172 reviews

An outdoor deck extends over panoramic views of the waterfront, featuring a dining table with dark wood chairs shaded by a green umbrella. The deck is surrounded by lush greenery and offers ample space for relaxation and dining, enhancing the outdoor experience.

Cottage in Wellfleet

Cape Cod Spectacular Waterfront Cottage

Welcome to our internationally acclaimed and regionally featured cottage located on Lieutenant Island in Wellfleet, MA. It's in a private location with panoramic views and a western exposure featuring beautiful sunsets nightly (weather permitting)! TripAdvisor internationally featured property in July, 2015: Bostondotcom in July, 2016: Business Week in July, 2020. Please contact us for nightly, weekly or long term quotes or discounts. Pricing and lengths of stay are subject to change.

4.98 out of 5 average rating, 96 reviews

The exterior of the beach house displays a welcoming porch adorned with two light blue Adirondack chairs and a small table. A bird feeder hangs nearby, while a decorative lantern and a birdbath provide additional charm. The entryway features a bright yellow door with a sign reading 'Cottage.'

Cottage in North Eastham

Cottage Getaway walk to beach

This Cute As Can Be Beach House is looking for guests! Just a five minute stroll to the beach, The Cottage is the perfect spot for a getaway. Open floor plan with spacious living-room, two bedrooms and bath. Large yard with outdoor shower and a hammock big enough for two! Includes beach chairs, towels, cooler. A true gem! Amenities -Air Conditioning -Heat -Smart TV -Wi-Fi -Gas grill/firepit -Two patios -Washer/Dryer -Outdoor shower - Parking -Adirondack chairs -Amazing sunsets

4.9 out of 5 average rating, 250 reviews

A cozy living area is presented with light-colored walls and wooden floors. Comfortable seating includes two upholstered chairs and a sofa with a neutral cover. A coffee table sits in front, and the open kitchen is visible in the background, enhancing the space's inviting nature.

Home in Truro

Cape Cod Getaway 2 Bedroom Cozy Home

Newly updated in March 2023 with new white interior paint, new black doorknobs and cabinet pulls and new blinds throughout the home. Fresh paint, updated hardware, some new small appliances and added new art but same Cape cottage charm! NOTE: Weekly rentals mid-June through mid-September- Linens and towels can be provided in a basket or you are welcome to bring yours from home- just let us know. During this time (Mid June through Mid September, check in and out are on Saturdays.

4.98 out of 5 average rating, 59 reviews

Seaside Seaduction~On the water/Dog Friendly

Brought to you by The Heart of Cape Cod, Seaduction is a refined waterfront haven where the tides set the pace and the views steal the show. Perched directly on Campground Beach, this serene, stylish escape offers year-round beauty—sun-drenched summers, golden autumns, and quiet winter mornings by the sea. With elegant comfort, curated details, and the rhythm of the bay at your doorstep, Seaduction is a timeless Cape Cod retreat for those who appreciate the art of slowing down.

4.96 out of 5 average rating, 194 reviews

A charming exterior of the Carriage House features weathered shingle siding and a cupola on the roof. Surrounded by landscaped gardens, the entrance showcases a well-kept pathway and a mix of greenery and blooming flowers, creating a welcoming ambiance.

Home in Eastham

The Sea Captain's Carriage House

The 1840s Carriage House has been beautifully remodeled. The first floor has a living room, dining area, kitchen, and powder room with washer/dryer. The backyard deck has seating for four and a Weber gas grill. Upstairs, the large, elegant bedroom features a king-sized bed, sitting area, reading nook/twin bed, writing desk, and ensuite bathroom with shower. The half acre property offers beautiful gardens for you to enjoy and a delicious outdoor shower.

4.59 out of 5 average rating, 59 reviews

A small, round glass table is surrounded by two white chairs on a covered porch. A large planter filled with pink flowers sits at the center, complemented by decorative pillows on the chairs. The wooden siding behind features a sign indicating 'Eastham, MA 1651'.

Flat in Eastham

Peaceful spot near amazing beaches and seafood!

This location is the perfect distance to bike paths, walking paths, beaches, great food, shops, fishing, ferries, and everything the Outer Cape has to offer. Even though we’re close to many fun activities, our place offers the privacy and tranquility that guests enjoy. Centrally located between the mid cape and the very tip of Cape Cod (Provincetown), Eastham is within a reasonable driving distance to enjoy the best beaches, restaurants, and shopping.

A bright living area features a high cathedral ceiling with wooden beams. Two comfortable sofas are arranged around a coffee table, and a wood-burning stove is positioned beside large glass doors that open to the outdoor deck. Natural light streams in from the windows.

4.87 out of 5 average rating, 121 reviews

A Cape Escape with Water Views from Every Room

Come enjoy our family vacation home! A beautiful, serene escape perched above the salt marsh - with lovely views from every room, and a huge 1,000 square foot outdoor deck. Sleeps 8 comfortably. A 10-minute drive to charming Wellfleet center, and just an 8-minute drive to ocean beaches. NOTE: BEDSHEETS, LINENS & BATH TOWELS ARE INCLUDED IN PRICE! This is our family ''getaway'' - a place of treasured memories. We hope it can be the same for you!

A charming, light-colored house sits under a clear sky, surrounded by trees. The front entry features a welcoming pathway, two white Adirondack chairs, and a small table with flower pots. Large windows provide views into the interior, while a well-maintained garden enhances the curb appeal.

4.86 out of 5 average rating, 116 reviews

Walk to Beach, Pet Friendly, New Fenced Backyard!

Welcome to The Library! This newly renovated Eastham home is just a short walk to Thumpertown Beach and a quick drive to the National Seashore. Enjoy a redesigned eat-in kitchen, a screened-in three-season room, and a fully fenced backyard with brand-new pavers, a fire pit, and space for kids and dogs to play. Pet friendly and perfect for relaxing—come unwind and enjoy the best of the Cape

Popular amenities for Eastham pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

A charming exterior of a single-story home is framed by a well-maintained lawn and trees. A gravel pathway leads to a screened porch, where rocking chairs are visible. The attractive shingle siding is complemented by a brick chimney, and a small blue shed is present in the background.

4.9 out of 5 average rating, 10 reviews

Brook House on the Bay Side

4.93 out of 5 average rating, 147 reviews

The living area features wooden cathedral ceilings and a cozy seating arrangement with two grey sofas, adorned with colorful pillows. A wooden coffee table is centered on a patterned rug, with a fully equipped kitchen visible in the background.

Home in Brewster

Shop, Swim, Hike, Bike in Historic Brewster

5 out of 5 average rating, 40 reviews

Home in Brewster

Beautiful 4 bed/3 bath in Brewster, MA

4.9 out of 5 average rating, 42 reviews

The exterior of a charming house is framed by lush gardens featuring colorful flowers and greenery. A red umbrella provides shade over an outdoor seating area, while a playful swing is visible in the background. The structure showcases a blend of natural wood siding and a shingled roof.

Home in Eastham

Serene Escape on Cape Cod -Bayside - Dog Friendly

5 out of 5 average rating, 44 reviews

An outdoor area features a wooden sauna with a circular design among natural surroundings. A modern table with seating for six is positioned on a composite deck, accompanied by a wooden fence and nearby greenery. Clear blue skies provide a bright backdrop.

Home in South Yarmouth

Sauna I Walk2Beach I Pet Friendly I Fire Pit

An aerial view showcases the scenic location of the home near Loagy Bay, surrounded by greenery. The coastline is visible, with tidal flats and water extending toward the horizon. The positioning of nearby roads and houses is discernible in the landscape.

5 out of 5 average rating, 14 reviews

Serene Springtime Sanctuary - 5BR w/ Water Views

5 out of 5 average rating, 76 reviews

A backyard space is equipped with a fire pit surrounded by four white Adirondack chairs, providing a cozy gathering area. String lights hang overhead, illuminating the outdoor dining table set for a meal. A charming cottage is visible in the background, enhancing the inviting atmosphere.

Home in West Dennis

Sunset Sabbatical Cape Cod

5 out of 5 average rating, 6 reviews

Stay On The Cape Vacation Rentals, Cape Cod Getawa

Pet-friendly home rentals with a pool

5 out of 5 average rating, 33 reviews

An aerial view showcases a tranquil swimming pool surrounded by a spacious lawn. Adjacent seating areas, including sun loungers and a fire pit with chairs, are positioned within the private fenced yard. Lush greenery and garden beds enhance the outdoor space.

Home in Harwich Center

Harwich Haven: Pool & Fire Pit

4.89 out of 5 average rating, 35 reviews

A private pool area is highlighted, featuring a rectangular pool surrounded by lounge chairs and umbrellas. Lush greenery and a white fence provide a serene backdrop, while the sun casts a warm glow over the inviting space.

Home in Chatham

Walk 2Beach, Pool, Hot Tub, GameRoom, PetsOK

4.91 out of 5 average rating, 33 reviews

The backyard features an inground pool illuminated at night, surrounded by wooden decking. Nearby, a shed with white shutters enhances the outdoor space, while lush greenery provides a serene backdrop.

Home in Orleans

5-bedroom Cape with a pool and yard games.

4.9 out of 5 average rating, 20 reviews

A sunny outdoor area is showcased, featuring a private heated pool surrounded by lounge chairs. Large blue umbrellas provide shade next to the pool, while decorative landscaping and a wooden playset are visible in the background. The space invites relaxation and comfort.

Home in Harwich

Harwich House: Private Pool, Game Room & Putt-Putt

4.88 out of 5 average rating, 16 reviews

A dining area features a large wooden table surrounded by eight chairs, positioned on a soft area rug. Natural light filters through the sliding glass doors, enhancing the space that opens to the kitchen, which is equipped with modern appliances and ample cabinetry.

Home in East Dennis

Family Fun- Games, Pool & HotTub, Dogs ok! Slps 10

4.88 out of 5 average rating, 25 reviews

An aerial view of a spacious backyard features a heated pool surrounded by a grey stone patio. Lounge chairs and umbrellas are positioned around the pool. The house showcases multiple large windows and a deck, with green grass and trees creating a private setting.

Home in Plymouth

Mansion with Heated Pool Near Ocean

Guest suite in Harwich Port

A sunlit room features a blue door as a focal point, with white blinds allowing filtered sunlight. The wooden ceiling adds warmth, while a wicker seating area and a stylish lamp provide comfort. A mirror and a small bench enhance the inviting ambiance.

4.86 out of 5 average rating, 57 reviews

The Nantucket Room - #2

4.85 out of 5 average rating, 66 reviews

A charming Cape-style house is surrounded by lush green grass, featuring a well-maintained front yard adorned with flower beds and small American flags. The entrance is highlighted by a decorative door with a wreath, framed by neatly arranged bushes. A single-car garage is visible on the right.

Home in Mashpee

Sunny Cape w/Private Pool, Steps to Private Lake

Private, pet-friendly home rentals

5 out of 5 average rating, 4 reviews

Newly Renovated Waterfront Cottage

The exterior of a modern studio apartment is shown, featuring a light grey shingle facade and a double gable roof. Surrounded by lush green shrubbery, a paved parking area is visible in front. Trees provide shade, creating a peaceful environment.

Flat in Orleans

4.57 out of 5 average rating, 191 reviews

Modern Cape Apartment in Orleans, Private Entrance

The exterior of a restored cottage is framed by tall trees, highlighting its rustic charm. A wooden front door with glass panels is set between two large shrubs, while the lawn displays a natural mix of grass and earth tones.

4.86 out of 5 average rating, 7 reviews

Black Fish Creek Cottage

4.74 out of 5 average rating, 27 reviews

A charming single-story house is framed by greenery and colorful flowers. The wooden exterior features a combination of dark shingles and light yellow shutters. A welcoming front door is complemented by steps leading up to the entrance, enhancing the property's inviting appeal.

Home in Eastham

Orchard Breeze, a Summer Breeze Cape Cod home

A sandy beach is lined with beachgoers enjoying the sun, and colorful umbrellas provide shade. Gentle waves ripple in the water under a clear blue sky, while grassy dunes frame the scene, highlighting the natural beauty of the coastal location.

4.98 out of 5 average rating, 148 reviews

Private Bay Beach and Sunset Views! Dog friendly.

A bright dining area features a large wooden table surrounded by eight chairs, creating a spacious setting for meals. Skylights and large glass doors illuminate the space, offering views of the ocean beyond. The kitchen area is visible in the background.

4.63 out of 5 average rating, 109 reviews

3BR oceanfront dog-friendly home with beach access

4.94 out of 5 average rating, 31 reviews

A spacious living area is illuminated by natural light from large windows. Comfortable seating options, including a sectional sofa and armchair, surround a coffee table. A dining area with a wooden table is visible, complemented by a staircase leading to the second floor.

Home in Chatham

Chatham Family Vacation