Pet-friendly holiday rentals in Wellfleet

Apartment in Provincetown

A serene view from a private deck is presented, showcasing the expansive bay beyond. Two lounge chairs with blue and white striped cushions are positioned for relaxation, while the manicured lawn and beach area are visible, inviting guests to enjoy the outdoor space.

4.89 out of 5 average rating, 215 reviews

Bayshore 2:Direct waterfront/Parking/Pets welcome

Welcome to Bayshore 2: Your dream waterfront getaway in Provincetown! Stunning 1 bedroom, 1 bathroom condo boasting unparalleled views of the bay. Step onto your private covered deck, and let the breathtaking views take your breath away. We know that your pets are family too, so we welcome up to two dogs (no cats) for an additional fee of $100 per pet/per stay. For your convenience, off-street parking for one car is included. Book your stay now and make unforgettable memories in Provincetown!

4.96 out of 5 average rating, 136 reviews

The exterior of the cottage features a gravel patio surrounded by light-colored wooden decking. Red adirondack chairs are positioned invitingly on the patio. The two-story structure showcases a shingle exterior and multiple windows, with a door that accesses the interior.

Cottage in Provincetown

Designer West End Detached Cottage

West End detached cottage ideally located between Commercial and Bradford Streets, across from Mussel Beach Gym and a block to all of the excitement Provincetown has to offer. Restaurants, bars, and beaches are at your doorstep. The cottage was rebuilt in 2008 with the charm you would expect from a Provincetown cottage and filled with natural light from windows on all four sides. The cottage has a large private enclosed stone patio complete with hot/cold outdoor shower with areas for seating.

4.97 out of 5 average rating, 191 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.

Guest house 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.

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.

Guest suite in Provincetown

The spacious studio features a cozy seating area with a red sectional sofa. Natural light fills the room through multiple windows, illuminating the wooden floor and a small dining table with four chairs. A vintage style lamp and a red mini refrigerator are visible in the background.

4.78 out of 5 average rating, 527 reviews

Tea House of the August Moon

Welcome to The Tea House of the August Moon, a simple and cozy Provincetown escape just a short walk to all the action of Commercial Street. This lower level studio space is great for a couple's retreat or solo vacation. Guests will experience quiet nights after fun filled days at the beach, sightseeing and shopping. There will be neighbors in the unit above this listing. Home comes with basic kitchen essentials: a stovetop (no oven), mini refrigerator, coffee pot and microwave.

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.

4.86 out of 5 average rating, 22 reviews

A modern kitchen is positioned alongside a spacious living area, featuring light wood flooring. A well-defined rug adds warmth to the space, while natural light fills the room through large windows. Simple cabinetry and kitchen appliances are visible, showcasing a functional layout.

Flat in Wellfleet

4B Blockhouse Studio

Welcome to Doub-Erickson House, the best location in Wellfleet. This fully self-contained flat in a 2 centuries old whale merchant's home on Duck Creek is perfect for active types who prefer to walk instead of drive. Ideal for kayakers & bikers. Steps from Wellfleet's best restaurants, town pier and the village center shopping & market. We have 5 flats. If one is booked on your dates, look for Calypso, Boulevard, Garden, or Green Frog. Rent multiple apartments for larger parties.

Superhost

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

4.96 out of 5 average rating, 194 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.

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!

4.86 out of 5 average rating, 116 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

4.95 out of 5 average rating, 315 reviews

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.

Flat in East Orleans

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!

5 out of 5 average rating, 70 reviews

A charming garden studio is nestled under a canopy of pink flowering trees, surrounded by lush green grass. A ladder leans against one of the trees, enhancing the natural landscape, while the studio's large windows reflect the vibrant colors of spring.

Guest house in Wellfleet

Marshfront Retreat | EV Charger | Private Deck

Escape to our tranquil garden studio. Sits on 2 private acres overlooking the Herring River marsh. Enjoy nature from the outdoor deck and recharge with our 240V solar-powered EV charger. Just a 4-minute drive or 15-minute stroll to Wellfleet village, our peaceful retreat offers easy access to beaches and ponds. Return to comfort and simplicity in this idyllic sanctuary.

Popular amenities for Wellfleet pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

Superhost

A modern kitchen features sleek cabinetry and a spacious island with a gas range, complemented by a stainless steel kettle. Bright overhead lighting illuminates the room, creating a welcoming atmosphere. Open sightlines lead to a dining area with tasteful decor and warm wooden flooring.

Home in Provincetown

4.7 out of 5 average rating, 23 reviews

Dog-Friendly West End Home + Parking - Sleeps 6

4.95 out of 5 average rating, 22 reviews

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.

Home in Eastham

Sweetbriar ~ Charming Cape Cottage ~ Dog-Friendly!

4.99 out of 5 average rating, 83 reviews

The exterior of Harry Kemp Cottage is showcased, featuring a charming two-story light blue structure. A welcoming front porch is set with several chairs, and flower pots add color. Steps lead from the patio to a landscaped area, emphasizing a well-maintained yard.

Home in Provincetown

Centrally located, fully equipped spacious cottage

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.

4.77 out of 5 average rating, 62 reviews

Wellfleet, MA. Cape Cod sleeps 8

4.98 out of 5 average rating, 47 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 North Truro

1850's North Truro Farmhouse, Cape Cod

4.99 out of 5 average rating, 310 reviews

A private waterfront deck offers a serene view of Flax Pond, surrounded by lush greenery. Adirondack chairs are positioned for relaxation, providing a perfect spot to enjoy the tranquil waters and natural surroundings.

Home in Dennis

Stunning Waterfront with Serene Sunrise Views!

5 out of 5 average rating, 9 reviews

Blackfish creek cottage

4.9 out of 5 average rating, 39 reviews

A classic cape-style home is nestled within a wooded landscape, showcasing a shingled exterior and a dark blue front door. A small deck extends from the side, accompanied by outdoor seating. Natural surroundings create a peaceful atmosphere with minimal grass and scattered trees.

Home in Eastham

Cape Cod home near National Seashore and bike path

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

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

Superhost

A bright bedroom features blue walls and a floral accent wall. A spacious bed with a textured quilt is positioned prominently. Natural light enters through a skylight, and a flat-screen TV is mounted on the wall. Storage units in warm wood tones complement the space.

Flat in Dennis Port

4.71 out of 5 average rating, 28 reviews

Pet Friendly King Suite in a great location

4.95 out of 5 average rating, 20 reviews

A bright bedroom features a spacious bed with striped bedding and decorative pillows. A cozy throw blanket is placed at the foot of the bed. Natural light filters through the two windows, and a floor lamp adds additional lighting. A framed art piece is mounted on the wall.

Home in East Sandwich

Coastal Retreat in Sandwich -Pool Access, Dogs OK!

Private, pet-friendly home rentals

4.97 out of 5 average rating, 63 reviews

A bright interior space features a cozy fireplace, providing warmth and ambiance. A comfortable bed is visible through a doorway, framed by light-colored walls. Natural light floods the area, enhancing the inviting atmosphere of the cottage.

Tiny home in Brewster

Seagrass Cottage! Tiny Luxury! Patio/firepit/PetOK

The spacious studio features a queen bed with a patterned blue and white coverlet. Natural light floods the room through two windows framed by white trim. A dresser and a bedside table complement the minimalist design, while a dedicated seating area includes a patterned chair and a round ottoman.

Tiny home in North Truro

4.65 out of 5 average rating, 91 reviews

Large Studio Cottage ~ Queen

5 out of 5 average rating, 4 reviews

Newly Renovated Waterfront Cottage

4.98 out of 5 average rating, 56 reviews

Two weathered wooden chairs are positioned on a wooden deck, facing a cottage surrounded by lush greenery. The structure features multiple windows, blending into the natural landscape, which enhances the tranquil setting.

Cottage in North Truro

Romantic Waterfront Artist Cottage

4.94 out of 5 average rating, 95 reviews

The exterior of Brewster Cottage features a two-car garage with beige doors and a charming wooden front door. Lush greenery surrounds the property, providing a natural and inviting setting. The roof is steeply pitched, typical of New England style architecture.

Guest house in Brewster

Cape Cod Cottage: Walk to the Beach in Brewster!

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

Tiny home in Provincetown

A charming tiny home is presented with a light wooden exterior and a decorative front door. A small porch is bordered by white railings and features two lounge chairs. The surrounding area includes sandy pathways and coastal plants, offering an inviting outdoor space.

4.91 out of 5 average rating, 45 reviews

Provincetown Seaside Escape

A modern home exterior is displayed, featuring a combination of wood siding and large windows. A staircase leads to a wrap-around deck, partially shaded by surrounding trees. The entrance door is framed by a glass panel, inviting natural light into the interior.