Pet-friendly vacation rentals in Eastham

4.83 out of 5 average rating, 30 reviews

A spacious cedar deck is furnished with a picnic table and two wooden lounge chairs, surrounded by greenery. The cottage features a screened-in porch with large windows, allowing natural light to illuminate the interior while blending outdoor and indoor living.

Cottage in Eastham

1940 Cottage Studio/Loft Style Stunner! Dogs ok!

Charming stand alone Cape Cod Cottage, part of the historic Cottage Grove cottages of Eastham. A perfect respite for the busy world! The open and airy cottage exudes character: exposed beams, vaulted ceilings, fireplace, and a vintage soapstone sink. The wall of windows leads out to the spacious private cedar deck with picnic table and chairs for outdoor dining or relaxing among the trees. Cottage is dog friendly and located near the celebrated Fort Hill hiking trails at the National Seashore.

4.98 out of 5 average rating, 359 reviews

Tiny home in Wellfleet

Writer’s Cabin • On-Site Spa w/ Hot Tub & Massage

Our beloved “piece of heaven on earth” is a cabin-style tiny home filled with books—perfect for writers or a relaxing beach getaway. Perched on a gentle incline, the Writer’s Retreat feels private and tucked away among the trees. Just minutes’ drive from beaches and a short stroll to the charming center of Wellfleet. Unwind at our on-site SeaRose Spa, w/ a hot tub, saunas, & massage therapy (special guest rates) — part of our BnB property, which also includes two guest suites in the main house.

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

Welcome to this recently updated, charming 2-bedroom, 1-bath home in Eastham — the perfect Cape Cod getaway. Recent improvements include fresh paint, new bathroom and kitchen. TV and Wi-Fi. Start your mornings with coffee on the large sunny screened porch, enjoy your own private outdoor shower. Washer/ dryer are available on site. Bay-side beaches, freshwater ponds, local park, mini golf, arcade, pizza, ice cream, local shops, ocean beaches, rail trail, historic sites, 1 to 3 mile radius.

4.87 out of 5 average rating, 135 reviews

An outdoor seating area features a stone fire pit surrounded by five Adirondack chairs in various colors. The spacious yard is partially shaded, with a picnic table and grill visible in the background, leading to the home's exterior with large windows.

Home in Brewster

Sun filled single level retreat, outdoor shower

Wonderful 3 Bed, 2 full bath single floor home. Bedrooms on two separate wings. Fully stocked kitchen with center island and breakfast bar. Large living room, vaulted ceiling exposed beams, floor to ceiling windows overlooking private backyard. Central A/C, wifi, smart TVs, washer/dryer, outdoor seating/eating, fire-pit, outdoor shower. Very close to Cape Cod Rail bike path, restaurants, Beaches, Nickerson State Park, golfing, shopping. Dog allowed by request; $30 per night or $150 per week.

5 out of 5 average rating, 3 reviews

10 min walk to Beach - Amazing View & Huge Deck

Enjoy an incredible view of Duck Meadow Tidal Marsh from this cozy cottage. Only a 10 minute walk to Boat Meadow Landing, a great bayside beach. Sip your morning coffee on our huge deck while enjoying the view. The deck includes a retractable roof if you would prefer to sit in the shade. Only minutes from incredible restaurants & shops in Orleans. This home includes AC, office space w/ monitors & a natural gas fireplace. Near the Cape Cod Rail Trail, hiking trails and numerous beach options!

4.9 out of 5 average rating, 177 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, 101 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

A charming 1940s Cape Cod cottage is surrounded by greenery and trees, with a white exterior featuring traditional shingles. The front garden includes flowers and a seating area. A wooden fence runs along the property, adding to the serene, natural atmosphere.

4.95 out of 5 average rating, 22 reviews

Sweetbriar ~ Charming Cape Cottage ~ Dog-Friendly!

Discover Sweetbriar, a 1940s two-bedroom 600 sqft Cape Cod retreat in Eastham’s peaceful Cottage Grove. Minutes from First Encounter Beach and Fort Hill, this cozy, dog-friendly cottage blends classic charm with modern comfort. Relax on the private deck, explore scenic bike trails, and unwind in a warm, inviting space. With easy access to beaches, villages, and nature, Sweetbriar offers the perfect escape for unforgettable Cape Cod days. Book now and experience the magic of the Cape!

4.89 out of 5 average rating, 348 reviews

The exterior view presents a two-story condo unit with a stairway leading to the entrance. Lush greenery surrounds the path, while well-maintained shrubs complement the soft landscaping. The balcony above offers additional outdoor space, enhancing the overall appeal of the building.

Condo in Brewster

Shining Sea Condo

Ocean Edge Condo with cathedral ceilings! Beautiful private deck located on the 5th hole of the Ocean Edge golf course! Located within Eaton village. TWO KING beds, along with pullout couch allows 6 to sleep comfortably. Linens are included!! Large kitchen with washer/ dryer, AC units and heat throughout the entire unit. Wifi and THREE smart TVs with ROKU devices. Flexible dates allows guests to stay whatever length they would like instead of a mandatory week. Come enjoy!

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.

4.96 out of 5 average rating, 195 reviews

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.

4.99 out of 5 average rating, 203 reviews

An inviting living area features a comfortable seating arrangement with a grey sofa and an accent chair. A dining table is visible, accompanied by floral arrangements. Warm light filters through large windows, illuminating the space, while a fireplace and decorative elements enhance the cozy atmosphere.

Home in Brewster

SeaPeace Cottage-East Brewster Deck,Firepit,W/D AC

• Fully equipped + stocked kitchen • Driveway parking for 3 vehicle + boat • Outdoor fire pit + hammock • Enclosed outdoor hot shower + sink • Access to private Blueberry Pond • Private deck Weber gas grill Cape Cod corn Hole yard game • Onsite washer + dryer • 15min drive to Chatham • 10min drive to Orleans Stroll to Nickerson State Park 6 Adirondack chairs Sea Peace Cottage-East Brewster

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, 124 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

5 out of 5 average rating, 22 reviews

An outdoor fire pit, surrounded by four white Adirondack chairs, sits on a stone patio. Stone landscaping features greenery and flowering plants in the background, providing a serene setting for gatherings. The flames add warmth to the inviting atmosphere.

Home in Chatham

Beautifully renovated home, outdoor space, pets ok

4.96 out of 5 average rating, 312 reviews

A spacious dining area features a long white table adorned with a runner and decorative centerpiece. Overhead, a chandelier adds elegance, while large windows frame views of the water. Natural light brightens the room, complemented by charcoal slate flooring and a cozy seating arrangement nearby.

Home in Chatham

Slate House - a modern waterfront getaway

4.94 out of 5 average rating, 49 reviews

A dining area features a light-colored table adorned with a floral centerpiece and a decorative sailboat. White chairs surround the table, which is set against a backdrop of a softly-lit, inviting space. A glimpse of a living room is visible through the framed opening.

Home in Harwich

Relaxing Harwich retreat with beautiful back yard

4.75 out of 5 average rating, 8 reviews

Aerial view of a coastal home surrounded by lush trees, showcasing scenic water views at sunset. The sun sets over the horizon, casting warm tones on the landscape, while tidal flats and marshlands create a serene backdrop.

Home in Wellfleet

Family & Pet Getaway | Scenic Views |Cape Cod Home

4.98 out of 5 average rating, 48 reviews

The exterior showcases a charming house with shingle siding and expansive windows. A wooden deck extends from the upper level, while a light-colored patio table with an umbrella is positioned on a lower terrace. Lush green grass surrounds the property, accented by shrubbery.

Home in Truro

1850's North Truro Farmhouse, Cape Cod

4.92 out of 5 average rating, 98 reviews

Home in East Dennis

** East Dennis - Perfect Spot - Historic Rte 6A **

5 out of 5 average rating, 4 reviews

Home in Harwich

Cape Cod Historical Oasis | Mecarta Farm

4.91 out of 5 average rating, 269 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

Pet-friendly home rentals with a pool

4.9 out of 5 average rating, 21 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 Private Pool, Game Room & Putt-Putt Golf

4.91 out of 5 average rating, 34 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.

4.88 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

4.82 out of 5 average rating, 11 reviews

A fenced backyard with a sparkling pool is surrounded by a manicured lawn and blooming shrubbery. Lounge chairs are positioned near the water, inviting relaxation. The home features a two-story design, with windows overlooking the outdoor space and wooded area in the background.

Home in Falmouth

Overlook Poolside Getaway Heated Pool (May - Oct 2

5 out of 5 average rating, 10 reviews

Game Room- Movie Projector Room- Fire Pit

4.84 out of 5 average rating, 387 reviews

A hot tub emits a soothing green glow, surrounded by softly illuminated string lights. The tranquil outdoor setting features trees in the background and hints of nearby greenery, creating a relaxing atmosphere for evening enjoyment.

Home in Plymouth

Historic 1 Bed/In Town/Best Location/Hot tub/deck

4.91 out of 5 average rating, 161 reviews

A heated indoor pool is framed by sleek gray walls and illuminated with recessed lighting. Large sliding glass doors offer a view of the outdoor patio. Colorful pool floats and equipment are neatly arranged nearby, providing options for leisure activities.

Home in Plymouth

Seaview Summit | Ocean Views, Indoor Pool, Beach

4.92 out of 5 average rating, 50 reviews

A spacious outdoor area is highlighted by a seasonal heated pool surrounded by a wooden deck. Multiple blue lounge chairs are arranged around the pool, and a fire pit table is situated at the center. A large checkers board and garden beds add to the inviting atmosphere.

Home in Yarmouth Port

Winslow Acres [heated] Pool Escape; pool May-Oct

Private, pet-friendly home rentals

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 Orleans

Hobbit Cottage with Marsh View

Cottage in North Eastham

4.9 out of 5 average rating, 10 reviews

Salt N’ Pepper Cottage walk to Cape Cod Bay Beachs

A stack of vintage books is displayed, featuring titles related to marine life and fishing. The top book is accompanied by a decorative turtle. A golden decorative item resembling a fish is positioned nearby, adding an interesting textural element to the arrangement.

4.89 out of 5 average rating, 64 reviews

Quiet Cape Cod retreat on bike trail

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, 161 reviews

Spring Discount-Bay Beach, Sunsets, Dog Friendly.

A charming cottage is seen from the front, featuring a shingle exterior and blue shutters. The landscaped yard includes neatly trimmed shrubs and a decorative flower. A gravel driveway leads to the entrance, which is framed by two large windows and a welcoming front door.

4.91 out of 5 average rating, 23 reviews

Peaceful Beach Cottage with Deck & Firepit

5 out of 5 average rating, 7 reviews

A spacious lawn surrounds a classic cottage, featuring well-kept grass and a few trees providing shade. Neat hedges line the property, and a picnic table is visible in the distance, creating an inviting outdoor space.

Cottage in Orleans

Cape cottage, Nauset Beach, tennis court.

4.9 out of 5 average rating, 51 reviews

Guesthouse in Brewster

Cape Cod beach inspired “Makondo” Suit Apartment!