Pet-friendly holiday rentals in Wareham

4.98 out of 5 average rating, 160 reviews

An outdoor dining area overlooks the tranquil cove. The table is surrounded by six wicker chairs, set against a backdrop of calm blue water and a clear sky dotted with fluffy white clouds.

Cottage in Portsmouth

Waterfront Oasis minutes from Newport w/ hot tub!

Welcome to our charming waterfront Oasis! Located on Blue Bill Cove, our private cottage is steps away from Island Park beach, dining, & local attractions. Stroll down Park Ave to enjoy some ice cream and burgers at Schultzy's or a lobster roll from Flo's Clam Shack (seasonal) while you take in the ocean views. Head to Bristol or Newport, relax at one of the local vineyards and breweries, or enjoy a day on the golf course. Our cottage is also conveniently located near wedding venues & colleges.

4.86 out of 5 average rating, 454 reviews

An outdoor seating area is presented with a fire table at its center, illuminated by flames. Comfortable chairs surround the fire, with a red umbrella providing shade above. The ocean and sunset create a serene backdrop, showcasing vibrant colors across the sky.

Cottage in East Sandwich

Bold Oceanfront Cottage w/Pvt Beach ~ Lil Sea Sass

RARE: DIRECT OCEANFRONT & BEACHFRONT CAPE COD COTTAGE — DOG FRIENDLY — LOCATED ON THE COTTAGE’S VERY OWN PRIVATE BEACH! Lil’ Sea Sass is a 3 BR vintage beach cottage that is nestled in the dunes offering unparalleled ocean views and is located in a very private serene setting. This oasis is near the end of a private road and then down a long drive — with free guaranteed parking for 2+ cars! Amenities include: gas fireplace, fire table, FAST WIFI, central AC & heat, and an outdoor shower.

4.92 out of 5 average rating, 204 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, 205 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.

4.95 out of 5 average rating, 219 reviews

The exterior of a spacious guesthouse showcases a blend of siding and stone finishes. A paved driveway leads to a two-car garage. Lush greenery and flower beds enhance the inviting entrance, while multiple windows allow natural light to fill the interior.

Guest suite in Sharon

Cozy Lakeview Guesthouse Near BOS, PVD, Cape Cod

Stunning CLG with private entrance, deck, & parking. •Bedroom #1 ground floor (2 guests only) has a Queen bed & smart TV with deck access. •Bedroom #2 upstairs is ONLY AVAILABLE FOR BOOKINGS OF 3–4 GUESTS and includes a Queen bed, smart TV, mini gym & office. •Living room with lake view & smart TV. •Bathroom with tub and sitting shower bench. •Fully equipped kitchen with stainless steel appliances. •Internet Access, You Tube, and Netflix. •Summer lake access.

4.97 out of 5 average rating, 197 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, 333 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.

Guest suite in Buzzards Bay

A modern kitchen is displayed with wooden cabinetry and stainless-steel appliances. A four-person dining table is set with natural fiber placemats and a decorative centerpiece. The layout highlights the spacious feel, with ample counter space and a view of the inviting cooking area.

4.84 out of 5 average rating, 140 reviews

Buttermilk Bay Private Guest Suite

Welcome to our furnished and stylish guest suite. My husband and I live on the main floor of the house, and your private accommodations are located in the walkout lower level. Our place is perfect private getaway for you and your family, its location makes it easy for you to get around: 8 minute walk from the Electric beach 3 minutes drive from Main Street 5 minutes from the Bourne Bridge (Cape Cod starts there) . We enjoy our quiet neighborhood, and are happy to share it with you

4.95 out of 5 average rating, 185 reviews

A serene view of a calm body of water surrounded by vibrant autumn foliage. Various trees display rich shades of red, orange, and yellow, reflecting beautifully on the water's surface. Lush green shrubs frame the foreground, enhancing the natural scenery.

Bungalow in Dartmouth

Updated Vintage Bungalow with Incredible Views

This space has been fully updated in the spring of 2020. Incredible views. It is 400 sq' with an additional 350 sq ' of living space on the deck. The neighborhood is quiet, but you are a stone's throw from I-195, making places like Boston, Providence and the Cape and Islands very easy to get to. The décor is bright and funky! Close to UMASS. Extensive custom area and house guide is at the Bungalow with everything you need to know to maximize your experience in the area!

4.89 out of 5 average rating, 184 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.

5 out of 5 average rating, 222 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!

4.99 out of 5 average rating, 104 reviews

A serene sunset over a calm body of water reflects vibrant orange and soft blue hues. Lush green grass borders the shore, while silhouettes of distant trees frame the scene. A dock is visible on the left, offering a peaceful spot to enjoy the view.

Home in Wareham

Sunset Cove Beach

This ocean view cottage is perfect for you and your family to relax, unwind and adore the wonderful scenery it has to offer. This charming cottage is on a quiet dead-end street, suitable for a small family or a couple, seeking to appreciate the neighborhood and beaches without the hassle of cape traffic. Come and enjoy the warm water, beautiful sunrises, breathtaking sunsets, and much more.

Popular amenities for Wareham pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

5 out of 5 average rating, 350 reviews

A wooden outdoor table and benches are positioned on a stone patio, overlooking a serene pond. Lush greenery lines the water's edge, and white flowers in a planter enhance the natural setting. The calm water reflects the surrounding trees and sky.

Home in West Yarmouth

gorgeous waterfront cottage w/4kayaks and 2 SUPs

4.82 out of 5 average rating, 82 reviews

A classic Cape Cod home is presented in a spacious outdoor setting, featuring a mix of natural greenery and colorful flower beds. The structure displays traditional siding and multiple windows, with a large fenced yard creating a welcoming environment.

Home in Buzzards Bay

Cape Cod Home 3BD, walk to restaurants & Canal

4.96 out of 5 average rating, 112 reviews

Home in Provincetown

Beachfront Steps to Ferry, Pets, Parking, Downtown

4.99 out of 5 average rating, 324 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!

An open living area features natural wood flooring and soft blue walls. A round dining table sits beside a cozy seating arrangement, creating an inviting space. Large windows enhance natural light, and a modern kitchen area is visible in the background.

4.93 out of 5 average rating, 155 reviews

Cape Cod; John’s Pond beach w/2 kayaks -SuperHost!

5 out of 5 average rating, 122 reviews

Home in Yarmouth Port

Sauna · Fireplace · Waterfront · 2 Kings · DogsYes

A light-filled living room features a cozy blue sofa facing a modern television unit. Two contemporary chairs are positioned around a low coffee table, set atop a blue and white striped area rug. A large window and bright interior create an inviting atmosphere.

4.95 out of 5 average rating, 121 reviews

The Little Ranch - A contemporary coastal retreat!

5 out of 5 average rating, 15 reviews

A silhouette of a bridge spans across a calm body of water during sunset, with vibrant orange and blue hues in the sky. The scene captures the tranquil atmosphere of the canal, with the outline of the bridge and distant structures visible against the horizon.

Home in Buzzards Bay

Beautiful Cape Cod Canal

Pet-friendly home rentals with a pool

A welcoming exterior view of a modern house is presented, featuring a well-maintained path leading to the entrance. Flanking the walkway, neat landscaping includes flowering bushes and a lush green lawn. A bright sun casts a soft glow over the façade, enhancing the inviting atmosphere.

5 out of 5 average rating, 6 reviews

Mashpee Manor Pool House

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

4.73 out of 5 average rating, 211 reviews

An indoor pool area features large windows and skylights that allow ample natural light. A tropical plant in a pot is positioned in the foreground. The pool is surrounded by a spacious deck with seating options, providing a relaxed environment for enjoyment.

Home in New Bedford

Poseidon's Palace - 2.0

Private pool, hot tub, minutes from beach!

4.88 out of 5 average rating, 104 reviews

A spacious room features a full-sized bed with light bedding. A euro lounger is positioned in front, decorated with a soft throw. Mirrors on the opposite wall reflect the room's layout, and a window offers natural light, contributing to the overall bright atmosphere.

Guest suite in Rockland

Cozy Private Suite halfway between Cape & Boston

4.95 out of 5 average rating, 22 reviews

Home in East Sandwich

Coastal Retreat in Sandwich -Pool Access, Dogs OK!

4.91 out of 5 average rating, 160 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

5 out of 5 average rating, 15 reviews

A serene backyard features a heated pool surrounded by paved stone decking. Multiple lounge chairs are positioned for comfort, offering views of the lush greenery. The two-story home is visible in the background, with a deck equipped for outdoor relaxation.

Home in New Seabury

New Seabury Oasis with Pool!

Private, pet-friendly home rentals

5 out of 5 average rating, 46 reviews

A modern kitchen features wood cabinetry and a central island with a rustic wooden countertop. A six-burner gas range is visible along with a farmhouse sink, while exposed wooden beams add character to the ceiling. Natural light fills the space from nearby windows.

Home in Mattapoisett

Prospect & Pine Welcome•Enjoy•Relax

4.83 out of 5 average rating, 72 reviews

A two-story house is set back from the street, surrounded by a well-kept lawn with fallen leaves. A clear walkway leads to the front door, framed by trees that display autumn foliage. Solar panels are visible on the roof, contributing to the home's eco-friendly appeal.

Home in Wareham

Stay in beautiful, coastal town

5 out of 5 average rating, 67 reviews

The cottage exterior is framed by lush greenery and colorful flower beds. A neatly trimmed lawn leads up to the front steps, which are flanked by two windows with brown shutters. The subtle charm of the white clapboard siding is complemented by the surrounding natural landscape.

Home in East Sandwich

The Cape Cottage - Firepit, Pets OK, Kid-Friendly

4.86 out of 5 average rating, 22 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!

4.78 out of 5 average rating, 23 reviews

An aerial view captures the surrounding landscape, featuring a winding river bordered by trees displaying autumn colors. A bridge spans across the water in the background, while a pointed arrow indicates the location of the property nestled near the water's edge.

Apartment in Bourne

Cape Cod Canal Retreat

4.98 out of 5 average rating, 55 reviews

The exterior of the residence showcases a two-story design with a steeply pitched roof and shingle siding. Lush green shrubs and trees frame the entrance, while a gravel path leads to the welcoming front steps. A clear blue sky adds to the inviting ambiance.

Guest suite in Plymouth

`Unique and private in-law!

4.98 out of 5 average rating, 46 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