Pet-friendly holiday rentals in Wareham

4.83 out of 5 average rating, 508 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

4.94 out of 5 average rating, 154 reviews

A cozy guest area features two beds with plaid bedding, complementing the rustic charm. A brown leather sofa and a wooden coffee table provide seating options. Wall decor includes a clock and various signs, while natural light enters through a window with sheer curtains.

Tiny home in Marion

Goat Shanty

This was an outbuilding that was renovated into a small guest house. The property is next to our main residence and serves as extra space for our small farm animals. The listing has a loft area for extra sleeping. This space was design for the Airbnb community as we had a great experience with our other listing. The Main house on the property is home to year-round renter and the tenants will not be able to provide any help. All contact shall be made via the airbnb site for any assistance.

4.92 out of 5 average rating, 195 reviews

An aerial view highlights the scenic Onset area, showcasing the nearby beach and water bodies. The renovated Sea Captain's house is marked, surrounded by a largely residential neighborhood with streets leading to the coastline.

Apartment in Onset

☀️ Spacious and Bright -- The Sailboat Suite

Spacious, open, and bright, the Sailboat Suite is in an amazing location just steps from Onset Beach, village, boat rentals, market, & restaurants! Located on the first floor of a renovated Sea Captain's house, this large apartment gets great natural light. A/C included in all bedrooms. Fully stocked kitchen. Fiber WiFi & Smart TV. Nice covered deck with park and bay views. One of the very best locations in Onset! Pet friendly as well 🙂 Perfect spot for a beach getaway or family vacation.

4.78 out of 5 average rating, 185 reviews

The image captures a serene sunset over a calm waterway, where gentle waves reflect warm orange and yellow hues. Trees and houses are visible along the shore, while sandy areas along the water's edge create a tranquil natural setting.

Guesthouse in Pocasset

Rustic Carriage House by the Sea

This authentic small old Cape Cod rustic carriage house is charming, antique, and unique. It is situated in a beautiful,-of-a-kind location, loaded with cozy fun, making a great getaway time of the year. The carriage house is within distance of beautiful Hens Cove and is near many activities such as bike paths the cape cod canal, ferries, hiking fishing, and numerous restaurants. It is ideal for pet-friendly families, a couple of couples, friends who want to stay together, and larger groups.

4.84 out of 5 average rating, 162 reviews

A spacious deck area features a wooden railing overlooking a private lake. The calm water reflects the surrounding greenery, with a dock visible in the distance. Outdoor furniture is arranged nearby, offering a place to relax and enjoy the tranquil setting.

Cottage in Wareham

Onset beach, Cape code.Private Waterfront cottage

PRIVATE LAKE FOR YOUR Vacations year around. Spend quality time on spectaculars Blackmore pond.Comfortable cottage,step away from the water.Your own big dock out of your house as you wake up .Enjoy sunshine and sunset during summer , beautiful foliage , experience the ice or Snow drop during winter. this is exceptional romantic for your family . Well located next Onset beach, Water Park , Water Wizz of Cape Code. , Gate to Cape , To Ferry to Nantucket, Martha vineyard, Plymouth to P-Town

4.97 out of 5 average rating, 174 reviews

An open-concept living space showcases a well-equipped kitchen featuring a retro blue refrigerator and modern appliances. A comfortable sofa with decorative pillows faces the kitchen, with a wooden dining table positioned nearby. Light streams in through a nearby window, complementing the warm tones of the decor.

Apartment in Bourne

A Shore Thing (King Bed, private patio w/ grill)

Welcome to Cape Cod! Cute, quiet and clean. This adorable apartment is located just minutes over the Bourne bridge. This is an above-the-garage apartment at my primary home with it's own living space, separate entrance and private patio with grill. It’s a tastefully decorated, very clean and peaceful getaway ideal for a couple, small group or single person. There is 1 bedroom with a very comfy king bed and a twin size bed in the main living area. Smart TVs. Pet friendly. Coffee & tea

4.98 out of 5 average rating, 312 reviews

A cozy living space features a striped sofa and a round table set near a rug. Light from the windows brightens the room, which leads to a bedroom visible in the background, adorned with a patterned quilt and vibrant pillows.

Cottage in Pocasset

Upper Cape Cozy Cottage

Simple but cozy cottage on an acre property next to the main house. Moderate sized bedroom and living room. Small kitchen and bathroom. The kitchen is fully equipped for cooking. Air conditioning is a portable unit and only in the bedroom. Games, books, and puzzles provided. There is no cable but a smart TV is included with access to Netflix etc. if you have an account. Outdoor area includes charcoal grill and seating . Large back yard with yard games, basketball hoop and fire pit.

4.98 out of 5 average rating, 329 reviews

A spacious living room features modern furnishings arranged for comfort. A large flat-screen TV is mounted above an electric fireplace. Natural light enters through multiple windows, and a playful dog portrait decorates the wall. A patterned rug anchors the seating area.

Home in Falmouth

The Driftwood Home, 5 min from Mashpee Commons, AC

- NOW PET FRIENDLY! - 15 min to Old Silver, South Cape, and Falmouth Heights beaches - 5 min to Mashpee Commons - 15 min to Falmouth Main St - 1600 square feet, built in 2014, w/ central AC - Large kitchen w/ all cookware and utensils - Outdoor deck with seating, fire pit, and grill - 55” Smart TV - 10 min to Shining Sea Bike Trail - Less than 10 min to Falmouth, Cape Cod, and Quashnet Valley Country Clubs - Centrally located to all of the Upper Cape - No parties or events!

4.97 out of 5 average rating, 119 reviews

A private deck is surrounded by a canopy of trees, featuring a seating area with four wicker chairs, two of which have red cushions. Sunlight filters through the branches, creating a peaceful outdoor space for relaxation.

Guesthouse in Bourne

Secluded home for Cape Cod relaxation, exploration

Explore the Cape from this private 1-bedroom, 1-bathroom modern apartment in Bourne. The vacation rental comfortably sleeps 4 and comes with all the conveniences to make your stay on the Cape enjoyable, comfortable and private. Just minutes from the Bourne Bridge, this Cape-side apartment provides the ideal location to explore all the that the South Coast, Cape and Islands has to offer. We welcome guests with small pets, total weight limit of 40 pounds (max 2)

4.99 out of 5 average rating, 274 reviews

A brick patio is seen outside the private entrance of the apartment, featuring two blue lounge chairs and a small table with a potted plant. Lush greenery surrounds the patio, enhancing the tranquil outdoor space.

Apartment in Barnstable

Your dog will love it here and you will too.

If you love to travel with your dog (dogs), like I do, then this is the perfect place for you and your dog. We have a large fenced in yard for your dog to play in and for you to relax in with your dog. We have a one bedroom apartment with a full kitchen, bath, living room and dining area When you book would you PLEASE let me know whether or not you will be traveling with a dog and if you are what breed of dog will you be bringing. Thanks!

4.9 out of 5 average rating, 154 reviews

Two wooden adirondack chairs are positioned on a grassy area, facing a tranquil lake surrounded by trees. Bright yellow daffodils bloom nearby, adding a touch of color to the natural landscape under a clear blue sky.

Guesthouse in Dartmouth

Lovely Lakeside Cottage

Keep it simple at this peaceful and centrally-located cottage. Lovely lakeside cottage with open floor plan. Centrally located in southeastern Massachusetts with short drives to Boston, Providence, Newport, and Cape Cod. Several beaches within 20 minutes. Washer/ Dryer on site and California King Size bed. A simple five (5) minute ride to UMass Dartmouth. Cottage has a living room, full kitchen, bedroom, full bath, and small dining area.

Guest suite in West Falmouth

A cozy living area features a comfortable gray sofa with decorative pillows and a wooden coffee table. Natural light fills the space, highlighting a dining table with four chairs. A doorway leads to the kitchen, while a wall-mounted TV provides entertainment options.

4.99 out of 5 average rating, 189 reviews

The Sea-Cret Garden, Guest Apartment

Kick back and relax in this calm, stylish space! This comfortable and peaceful guest apartment is situated in an ideal location in a quiet, beautiful neighborhood that is close to beaches and a short drive to downtown. Take a quick stroll to the West Falmouth Market or the Shining Sea Bike Path. With easy access to Chapoquoit & Old Silver Beach, this perfectly situated apartment is in an ideal spot for your next Falmouth getaway!

Popular amenities for Wareham pet-friendly home rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.98 out of 5 average rating, 52 reviews

A charming coastal home is presented in a scenic setting, featuring a light grey exterior and a welcoming front porch. Brick walkways lead to the entrance, flanked by well-maintained gardens and landscaped shrubs. A gravel driveway provides ample parking alongside the property.

Home in Pocasset

Coastal Retreat Near Saltwater Beaches & Boating

4.92 out of 5 average rating, 189 reviews

A light-filled living room features two comfortable grey sofas positioned around a central coffee table. Neutral walls enhance the space, complemented by large windows with light curtains. Decorative shelves and a cozy rug add an inviting touch to the area.

Home in Middletown

Renovated 2 Bed Private Vacation Home near Newport

4.99 out of 5 average rating, 206 reviews

A bright living area features hardwood flooring and large windows allowing natural light. A comfortable sofa and chairs are arranged around a wooden coffee table, with a decorative rug underneath. A television is mounted on the wall, complemented by coastal-themed decor.

Home in Portsmouth

3 BR -no guest fee-cozy beach house- near newport.

4.8 out of 5 average rating, 116 reviews

A charming two-story cottage is set amidst lush greenery, featuring a light-colored exterior with large windows. An outdoor deck includes a gas grill, while a stone pathway leads to an arched trellis, enhancing the inviting outdoor space.

Home in Orleans

Cute Cottage Living by the Sea!

4.9 out of 5 average rating, 241 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

4.89 out of 5 average rating, 150 reviews

A bright living room features light blue walls and hardwood flooring, with natural light streaming through skylights. A cozy seating area includes a grey sectional and a light-colored side table, while a fireplace is adorned with decorative art. A television is positioned across from the seating arrangement.

Home in Barnstable

1-level fenced in yard Craigville Beach 2200sqft

4.86 out of 5 average rating, 118 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

4.96 out of 5 average rating, 113 reviews

A clear view of Vineyard Sound is visible through the surrounding trees, showcasing the serene blue waters extending to the horizon. The gentle outlines of land can be seen in the distance, framed by lush greenery and a tranquil atmosphere.

Home in West Tisbury

Lambert's Cove Retreat, Water view, Beach pass

Pet-friendly home rentals with a pool

4.9 out of 5 average rating, 29 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

5 out of 5 average rating, 18 reviews

Home in East Dennis

Sleeps 12 near beach. Hot tub game room

4.89 out of 5 average rating, 88 reviews

A lagoon-style pool surrounded by a concrete deck provides lounge chairs and shaded areas under umbrellas. A gazebo is visible in the background, complementing the lush greenery that borders the property.

Villa in Wareham

Perfect Farmhouse for groups-golf/trails/beach

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

4.95 out of 5 average rating, 22 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

4.96 out of 5 average rating, 54 reviews

A two-story house is set against a sunset backdrop, showcasing a spacious deck with wooden railings. A circular pool is visible on the deck, surrounded by a grassy area and decorative fencing, creating a welcoming outdoor space.

Home in Warren

Cozy Coastal Escape in Warren | Dog Friendly

4.67 out of 5 average rating, 615 reviews

A sunlit corner of the guesthouse features a dining area with a round table and four wooden chairs, surrounded by large windows that offer views of the ocean. A decorative cabinet and television are positioned nearby, enhancing the inviting space.

Cabin in Falmouth

Waterside Guest House

4.83 out of 5 average rating, 341 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

Private, pet-friendly home rentals

4.91 out of 5 average rating, 81 reviews

A spacious loft area is highlighted by angled skylights, providing natural light. A cozy queen-sized sleigh bed is situated against the wall, accompanied by a dresser. Two rocking chairs are placed on an area rug, creating a welcoming seating space. Cabinets line the opposite wall.

Loft in Little Compton

The Nest at Willow Farm

4.83 out of 5 average rating, 23 reviews

A spacious deck extends from the cottage, offering unobstructed views of Buzzards Bay. The serene water reflects a clear blue sky, while a sandy beach and distant island can be seen in the background. A picnic table is positioned nearby on the shore.

Home in Mattapoisett

Oceanside Cottage with Private Beach

4.95 out of 5 average rating, 44 reviews

A well-lit bedroom features a spacious bed with white linens and decorative pillows. Natural light enters through two windows adorned with blinds. A soft area rug is positioned under the bed, complementing a cozy reading nook with a rattan chair and a bean bag.

Guesthouse in Edgartown

Wedding RetreatTrails Golfing Beaches Private Gem

4.92 out of 5 average rating, 12 reviews

A historic library building is set in a landscaped area, featuring elegant architectural details such as arched windows and a prominent entrance. Colorful flower beds and greenery enhance the surroundings, creating an inviting appearance for visitors.

Guesthouse in Marion

Charming Private House all points Cape Cod!

4.97 out of 5 average rating, 73 reviews

The exterior view showcases a waterfront property with a spacious backyard. Red Adirondack chairs surround a fire pit, inviting relaxation. Two kayaks are visible on the water, and the serene landscape is complemented by soft evening light reflecting off the water.

Home in Buzzards Bay

Oceanfront | Firepit | Gameroom | Pets | Kayaks

5 out of 5 average rating, 87 reviews

A traditional sauna is showcased in a rounded wooden structure, nestled among trees. The exterior features natural wood tones and a dark roof, inviting relaxation and wellness. The area presents an inviting ambiance, perfect for unwinding throughout the year.

Home in Yarmouth Port

Beachfront· Sauna· Screened Patio· 2Kings· DogsYes

4.83 out of 5 average rating, 23 reviews

A charming white cottage is displayed with blue accents. The front porch features a small table and chairs, while a gravel path leads to the entrance. Lush green grass and trees surround the property, contributing to a serene atmosphere. The home's siding and blue roof are clearly visible.

Bungalow in Wareham

Fun & Bright Renovated Beach Bungalow