Pet-friendly vacation rentals in Orleans

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

4.93 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

Spacious, sunny, A/C'd, one floor cottage! Centrally located: 1.3 mi to beach, .5 mi walk to the charming Brewster Store, Brewster Scoop & Route 6A. The bike trail is 1 min bike ride. Sheeps Pond is 1.3 mi; you can swim, kayak, canoe, fish. Newer mattresses/pillows, bunk bed for kids. Laundry facilities, kitchen composting, Britta filter, Linen option. Big backyard, outdoor picnic table and hot shower! BBQ and Adirondack chairs around fire pit. Bike shed, beach chairs, umbrellas, toys. Parking!

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.

4.95 out of 5 average rating, 307 reviews

Slate House - a modern waterfront getaway

Water front on Frost Fish Creek! This recently renovated 3 bedroom (sleeps 9) 2 bath home is tucked off the road in a private oasis with panoramic water front views from almost every room. The bright open floor plan with fireplace, blue slate floors, high open ceilings to second floor, three pairs of sliders that boast nature, water views, fire pit, and screened in lounge and abundant sunlight. Walking distance to a small private dog friendly beach. Driving distance to many great beaches.

4.98 out of 5 average rating, 280 reviews

Home in Dennis Port

Pet Friendly - Walk to Downtown Dennis Port!

Newly renovated - cozy, clean and bright! PET FRIENDLY! (PRE APPROVAL required) All amenities provided for an enjoyable and relaxing family vacation or quick get-a-way! Three car driveway and private outdoor shower. Five minute walk to Dennis Port Main Street shopping, restaurants, yoga, Pet Salon, and Town playground. South Side Beaches and Ponds just 1 mile away as well as Cape Cod Bike Trail minutes away! Pet friendly beaches in Dennis after Labor Day and before Memorial Day weekends.

4.9 out of 5 average rating, 174 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.

4.9 out of 5 average rating, 253 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.

5 out of 5 average rating, 102 reviews

Home in Yarmouth Port

Sauna · Fireplace · Waterfront · 2 Kings · DogsYes

☆ Waterfront, located on private saltwater beach (with central location) ☆ Sauna (year-round) ☆ Cozy fireplace (electric) ☆ 3-season patio ☆ 1% donated to Cape nonprofits ☆ 2 Kayaks & 2 Paddle boards ☆ Outdoor fire pit & charcoal grill ☆ Ample workspace ☆ Dog Friendly ☆ Washer/dryer ☆ 2 King Beds with 50" TVs in bedrooms ☆ Outdoor shower (open May through fall) ☆ Beach chairs provided ☆ Linens, all towels provided ☆ 10min from bay or ocean beach ☆ 15min MV & Nantucket ferries

4.88 out of 5 average rating, 329 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!

Cottage in South Yarmouth

A cozy living area features a sectional sofa and a single accent chair in soft blue tones. A glass coffee table sits on a plush area rug, with a gas fireplace integrated into a brick mantel. Natural light enters through large windows, enhancing the warm ambiance.

4.97 out of 5 average rating, 133 reviews

Walk 7/10 mile to Beaches *Summer Fri-Fri* Dogs OK

Welcome to Willow Breeze Cottage We are Dog Friendly- $20/night per dog (maximum 2 dogs) pay after reservations are made. (No other pets allowed) Walk 7/10 mile to South Shore Beaches. *Newly renovated Gorgeous quintessential Cape Cod cottage tucked away in a quiet neighborhood, located in South Yarmouth near Nantucket sound beaches, Bass River and Rt 28/Main Street. Minutes from shopping, go carts, miniature golf, ice cream, bakeries, bike trails & 4 ocean beaches

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.

4.87 out of 5 average rating, 121 reviews

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.

Home in Wellfleet

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!

Guest suite in West Harwich

A cozy living area features a brown sofa set, complemented by a rustic wooden coffee table at its center. A flat-screen TV is positioned on a white stand against the wall, while a rocking chair is visible in the corner. Soft natural lighting illuminates the space.

4.92 out of 5 average rating, 320 reviews

Cape Hideaway

Private suite on the first floor guests have exclusive use of the entire place. The second floor is my residence. The suite has a bedroom with queen temperpedic mattress, living room with queen sleep sofa, small kitchenette and bath. The kitchen is equipped with a small refrigerator, microwave, coffee maker, kettle, single burner cooktop and crockpot. Guests have access to the upper deck (shared space) which has a patio set and gas grill.

Popular amenities for Orleans pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.99 out of 5 average rating, 312 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, 71 reviews

A spacious house is set on a green lawn, with well-maintained shrubs and small trees in the front. The two-story structure features a welcoming porch, large windows, and a two-car garage. A driveway leads up to the entrance and is bordered by landscaping.

Home in Harwich

Dog and family friendly fun in Harwich

A calm freshwater pond is surrounded by lush greenery and tall trees. A float is visible on the water, providing a serene spot for relaxation. Lilypads are scattered across the surface, reflecting the clear blue sky.

4.92 out of 5 average rating, 95 reviews

Spacious studio on lovely pond in Chatham

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!

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.

4.94 out of 5 average rating, 31 reviews

Chatham Family Vacation

A modern kitchen features stainless steel appliances and a tiled backsplash, with a clear view of the adjoining dining area. Soft overhead lighting illuminates the space, complemented by hardwood flooring. A large window allows natural light to enhance the inviting atmosphere.

4.95 out of 5 average rating, 98 reviews

Spacious Pet Friendly Cape, Large Yard

4.97 out of 5 average rating, 35 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

4.96 out of 5 average rating, 49 reviews

Walk to beach, Main St, bike path; dog friendly

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

4.9 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

4.91 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.

4.88 out of 5 average rating, 17 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

4.71 out of 5 average rating, 28 reviews

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.

Apartment in Dennis Port

Pet Friendly King Suite in a great location

4.95 out of 5 average rating, 20 reviews

Home in East Sandwich

Coastal Retreat in Sandwich -Pool Access, Dogs OK!

5 out of 5 average rating, 3 reviews

Home in North Eastham

Game Room- Movie Projector- Holiday Heaven

5 out of 5 average rating, 26 reviews

An in-ground pool is surrounded by a spacious patio, featuring several blue lounge chairs. Lush greenery frames the area, with a clear blue sky overhead. The pool’s water reflects the sunlight, creating a refreshing ambiance for relaxation and entertainment.

Home in Hyannis Port

Hyannis Port Coastal Escape – Pool & Walk to Beach

Private, pet-friendly home rentals

5 out of 5 average rating, 53 reviews

A well-maintained pathway leads to a serene cottage entrance, flanked by lush greenery and landscaped beds. A stone water feature creates a calming ambiance, while lounge chairs are positioned nearby for relaxation. Sunlight filters through the trees, enhancing the tranquil outdoor setting.

Cottage in North Eastham

The BeachBox

4.96 out of 5 average rating, 74 reviews

A narrow hallway leads to a cozy sleeping area, with a white bed adorned in floral bedding. A bedside table with a lamp sits next to the bed, and a wall-mounted television is positioned nearby. A fireplace is visible, providing warmth and ambiance.

Tiny home in Brewster

Whitecap Cottage-Tiny Luxury! PETok-Fireplace/pit

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

4.79 out of 5 average rating, 61 reviews

An open living area showcases high ceilings and comfortable seating options. A dining table with six wooden chairs complements a cozy couch and a glass-topped coffee table. Natural light is filtered through large windows, with views of the covered porch and outdoor space.

Cottage in North Eastham

Bright and Open Outer Cape Escape!

4.83 out of 5 average rating, 29 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!

Apartment in South Yarmouth

A spacious studio room features a queen bed with a patterned comforter and a futon. Natural light enters through a window, illuminating a kitchenette with bar stools. Decorative wall art includes aquatic themes, contributing to a relaxed atmosphere.

4.79 out of 5 average rating, 227 reviews

Cozy clean walk out studio-dogs stay free-fire pit

4.98 out of 5 average rating, 62 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

A charming cottage exterior is displayed, featuring a light wood shingle facade and white trim. A welcoming front porch with a screened-in area offers seating, while flowering window boxes provide colorful accents. Lush greenery surrounds the property, enhancing the tranquil atmosphere.