Pet-friendly vacation rentals in Wellfleet

4.98 out of 5 average rating, 375 reviews

Tiny home in Wellfleet

Writer’s Cabin • On-Site Hot Tub & Wood-fire Sauna

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.

WalkabilityOutdoor spacesSleep quality

4.93 out of 5 average rating, 127 reviews

The exterior of a charming cottage is displayed, featuring a brick chimney and light-colored shingles. Lush greenery surrounds the property, complemented by two blue planters near the entrance. A stone pathway leads to the door, and a picnic table is visible on the adjacent patio.

Cottage in Truro

Unique Waterfront Artist Cottage

Once a horse stable, Lil Rose now sleeps up to five just a short walk from a private beach. PLEASE READ BEFORE BOOKING: Rentals in season (April-October) are only offered by the week (Saturday-Saturday). November rentals are offered with a 4-night minimum. Rentals December-March are offered with a 3-night minimum. Pets are accepted (max 2) but you MUST let us know in your booking request about your pet so that we can prepare the property. There is a PET FEE that must be paid prior to check in.

PetsOutdoor spacesLocation

5.0 out of 5 average rating, 12 reviews

Home in Eastham

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!

Outdoor spacesWalkabilityKitchen

4.95 out of 5 average rating, 82 reviews

A quaint wooden cottage is visible on the left, surrounded by a gravel path and natural greenery. To the right, a second building is partially obscured by trees and vibrant flowering shrubs. The area is framed by tall pine trees, creating a serene outdoor setting.

Cottage in Wellfleet

Walk to beach - Gull Hollow Cottage and studio

Charming 1950s cottage plus separate studio. Cozy and rustic with quiet, private wooded yard. Only 1/4 mile to Lecount Hollow Beach, a beautiful ocean beach with 80 ft. sand dunes and gorgeous sunrises! Within walking distance of PBs, a popular french bakery and bar, a small plaza with liquor store, burger place, P.O., bike rentals, and Beachcomber Shop. Bike trail access is right down the street. Studio- No indoor shower (only outdoor) or heat and only available May through September.

PetsWalkabilityLocation

4.97 out of 5 average rating, 200 reviews

A charming cottage is surrounded by a grassy yard, featuring a set of four blue Adirondack chairs arranged around a small glass table. A gas grill is situated nearby, and a tree provides dappled shade to the area.

Guesthouse in Wellfleet

Abundant Blessings Cottage-Wellfleet

Couple/family fun all year in a charming, private Cape Cod cottage w/ screened in porch, patio & outdoor shower (in Nov/Dec/Jan becomes a Gingerbread cottage). Inside: open living space w/ queen bed & sitting space. Ladder leads to a short height sleeping loft w/ 2 twin beds. Full bathroom w/ indoor shower. Kitchenette- see description below. We supply tea, local coffee, spices, condiments, gas grill, ice chests, beach towels & chairs. To sleep up to 8, also rent our Upper Room on Airbnb.

PetsOutdoor spacesBreakfast

4.97 out of 5 average rating, 60 reviews

A sunlit living area features large windows that provide views of the surrounding trees and nearby pond. A cozy circular chair invites relaxation, while a small dining table with black chairs offers a spot for meals. Green plants add a natural touch to the decor.

Home in South Dennis

Nehemiahs Nest: Healing Cape Cod Pond View Cottage

18+ Lovely waterfront tranquil getaway. All nearby houses hidden! This gem of a spot has been curated to soothe the soul! The cottage is sitting on Bakers Pond with an unobstructed view surrounded by conservation land *The driveway abuts a road* Wildlife can be observed. Swim or fish in this very clean kettle pond! The edges of the pond require water shoes for comfort as this is a natural body of water with no man-made beach/interference of nature. Kayaks, and life jackets available

WalkabilityOutdoor spacesSleep quality

4.96 out of 5 average rating, 202 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.

WalkabilityPetsBiking

The house exterior showcases a two-story structure nestled among tall pine trees. The wood siding is complemented by large windows, allowing natural light to enter. A driveway leads to the house, with greenery and grass providing a natural and serene setting.

4.79 out of 5 average rating, 68 reviews

Wellfleet, MA. Cape Cod sleeps 8

Nestled in the heart of Wellfleet on Cape Cod, this charming saltbox colonial invites you to unwind with four bedrooms, 1½ baths, outdoor shower. up to fort eight guests can stretch out across five cozy beds. Just minutes from a picture-perfect village, you’ll find sandy beaches, the bustling harbor, art galleries, delightful restaurants, a year-round market and a welcoming place of worship—all waiting to make your Cape Cod getaway unforgettable!!

PetsWalkabilityCondition

4.91 out of 5 average rating, 277 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 are not provided. During this time (Mid June through Mid September, check in and out are on Saturdays.

WalkabilityOutdoor spacesParking

4.86 out of 5 average rating, 132 reviews

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.

Home in North Eastham

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

PetsOutdoor spacesHiking

Apartment in East Orleans

A sandy path meanders through tall grass, leading toward a tranquil sunset in the background. The sun casts a warm glow over the horizon, suggesting the evening calm of the beach area. Soft greens and earthy tones create a peaceful natural setting.

4.95 out of 5 average rating, 332 reviews

Cozy Waterfront Apartment, Private Beach Access

Charming living space with nautical decor invites you to unwind off the grid for a few days. There is a window seat for reading, small high top for morning coffee, and all the accessories for a relaxing day at the beach. A five minute drive into town for local shopping and dining. Many scenic trails for walking and biking. Make us your base as you explore Cape Cod’s beautiful shores!

PetsOutdoor spacesQuiet

4.99 out of 5 average rating, 72 reviews

A rustic cottage is seen with a light-colored exterior and a shingled detailing. The porch features a small table surrounded by four chairs, while two lounge chairs sit nearby. Large windows allow natural light to enter, framed by a backdrop of trees.

Cottage in Wellfleet

Wellfleet Cottage By The Sea

Small, rustic cottage on the beach for one or two couples. Back door opens onto a long driveway to a sand road, front door opens onto a stairs to the beach. It's like a movie or book come to life. If you love The Notebook or The Outermost House you'll likely fall in love with the place. Please note, this property has NO HEAT.

PetsOutdoor spacesBathroom

Popular amenities for Wellfleet pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly home rentals with a hot tub

4.95 out of 5 average rating, 318 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

PetsWalkabilitySleep quality

4.91 out of 5 average rating, 182 reviews

A private hot tub is set beneath a wooden pergola, surrounded by vertical slatted fencing. Natural light filters through the structure, casting patterns on the spa surface. Green foliage is visible in the background, creating a serene outdoor retreat.

Home in West Dennis

Violet’s Place- king bed- pet friendly- hot tub!

Outdoor spacesWalkabilityFamily

4.86 out of 5 average rating, 113 reviews

An outdoor space features a cozy seating area with blue cushions surrounding a fire table. A dining table is set nearby, accompanied by a grill and outdoor kitchen. String lights provide subtle illumination, enhancing the space for gatherings. A television is mounted on the wall.

Home in East Dennis

Speakeasy Bar • Hot Tub • PetsOK• Close2Mayflower

PetsOutdoor spacesSleep quality

4.94 out of 5 average rating, 267 reviews

A waterfront hot tub is set against a natural backdrop of trees and calm waters. Inside, a dining area features a large window with views of the lake. A cozy living room displays comfortable seating, while an outdoor patio has seating for relaxation and enjoying the scenery.

Home in South Yarmouth

Waterfront•Hot Tub • Kayaks/SUP's • King Bed •Dock

PetsOutdoor spacesBathroom

4.94 out of 5 average rating, 121 reviews

A spacious loft area features a cozy seating arrangement with a dark sofa and a bright yellow armchair. Bookcases lined with books and decorative items occupy the walls, while a large area rug adds warmth to the wooden floor.

Guesthouse in Sandwich

Nautical loft guest house with hot tub and sauna

Outdoor spacesPetsBeach

4.93 out of 5 average rating, 40 reviews

The charming exterior of the cottage is surrounded by lush greenery and features a welcoming path made of pavers. Two large windows flank the entrance, while the quaint door is framed by warm wood shingles, enhancing the serene atmosphere.

Cottage in Provincetown

East End Cottage Oasis with PRiVATE Hot Tub!

WalkabilityAmenitiesComfort

4.78 out of 5 average rating, 50 reviews

The exterior of the house showcases a wood-shingled façade and a red door, providing a contrasting accent. A spacious deck holds a set of five outdoor chairs around a small table, ideal for al fresco dining. Clear skies and scattered clouds form the backdrop.

Home in Brewster

Cape Cod Escape Pet Friendly Hot Tub Sleeps 10

Outdoor spacesPetsTV

5.0 out of 5 average rating, 92 reviews

The backyard deck features a hot tub, surrounded by a spacious area for outdoor dining. A large table with multiple chairs is positioned on the deck, creating an inviting space for relaxation. Lush greenery and trees provide a natural backdrop.

Home in Brewster

Beach & Recharge! Hot Tub, Fire Pit & EV Charger

Outdoor spacesPetsBathroom

Pet-friendly home rentals with a pool

5.0 out of 5 average rating, 12 reviews

Home in North Eastham

Game Room- Movie Projector Room- Fire Pit

Outdoor spacesPoolParking

4.67 out of 5 average rating, 33 reviews

Home in Provincetown

Plunge Pool, Free Parking, Dogs Welcome!

PetsOutdoor spacesPool

4.93 out of 5 average rating, 40 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.

Outdoor spacesPetsSleep quality

4.96 out of 5 average rating, 28 reviews

A refreshing swimming pool is surrounded by a concrete deck, featuring several lounge chairs positioned along one side. Umbrellas provide shade near the pool's edge, and a fenced yard is adorned with greenery, creating a serene outdoor setting.

Home in Barnstable

Beach Pass Included! Brand New Spa! Central AC!

WalkabilityOutdoor spacesLayout

4.96 out of 5 average rating, 28 reviews

An aerial view reveals a spacious bay front home surrounded by lush greenery. A large pool is visible in the backyard, with steps leading down to a beach area featuring kayaks. The residence is set in a tranquil, wooded environment.

Home in Cotuit

ShoestringBayHouse, waterfront & pool in Cotuit

PetsOutdoor spacesDecor

4.86 out of 5 average rating, 14 reviews

Apartment in Dennis Port

Dennis Deluxe King Room | Full Studio w/ Kitchenet

Outdoor spacesPetsAccuracy

Guest suite in Harwich Port

A bright, airy living space features a comfortable couch, accompanied by decorative pillows. Natural light enters through a skylight and glass doors, which open to an outdoor area. A small console table holds decorative items, adding to the inviting ambiance.

4.99 out of 5 average rating, 72 reviews

The Captain's Quarters Suite - #10

Outdoor spacesWalkabilityKitchen

4.92 out of 5 average rating, 52 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

Outdoor spacesPetsIndoor spaces

Pet-friendly house rentals

5.0 out of 5 average rating, 11 reviews

4Bedroom spacious home Close to all outer cape

Outdoor spacesPetsKitchen

5.0 out of 5 average rating, 8 reviews

The Old Knotty - Walk to Bayside Beaches

WalkabilityOutdoor spacesKitchen

5.0 out of 5 average rating, 16 reviews

Home in Provincetown

Waterfront Beach Suite

Outdoor spacesWalkabilityKitchen

5.0 out of 5 average rating, 4 reviews

Home in Truro

Knockout Views, Modern Amenities, Walk to Beach

WalkabilityAccuracyFamily

5.0 out of 5 average rating, 44 reviews

Island Pines~Walk to Beaches/Boutique Oasis

WalkabilityOutdoor spacesDecor

4.91 out of 5 average rating, 43 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

Outdoor spacesWalkabilitySleep quality

4.98 out of 5 average rating, 53 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

WalkabilityPetsSleep quality