Pet-friendly holiday rentals in Westbrook

Apartment in Old Orchard Beach

4.74 out of 5 average rating, 129 reviews

Cheerful 1 bedroom cottage only 50ft from beach #5

Come to relax, or be as busy as you choose and enjoy seven uninterrupted miles of sandy beaches. Nestled in a restful pine grove just a 30 second walk from Maine’s finest beach. 0.75 mile walk to the hustly & bustle of downtown Old Orchard Beach, our Cottage is situated in the peaceful residential pocket of Ocean Park - South Old Orchard Beach. Step out of your cottage and walk just a few steps until your feet hit the flat, golden sand & take in the beautiful Atlantic ocean. Do not miss sunrise!

4.89 out of 5 average rating, 280 reviews

A charming coastal home is showcased with light-colored siding and a bright blue front door. Surrounding greenery includes tall trees and manicured shrubs. The property is set back from a grassy area, adding to its inviting curb appeal.

Home in Falmouth

Amazing Bay View Home with Hot Tub

This enchanting 2-bedroom home is a coastal dream come true! Luxurious and well-appointed, Casco Bay House sleeps up to six, provides a five-star stay, offers all of the comforts of home AND a relaxing hot tub spa. With stunning views of the water, the house also has easy access to dining, shopping, and sightseeing in Portland's lively Old Port district (just 5 minutes away). Whether you seek quiet tranquility or want to hit the town, this waterside house is the perfect home away from home!

4.96 out of 5 average rating, 149 reviews

A welcoming living area is furnished with two dark sofas adorned with vibrant orange cushions. A rustic coffee table is centered on a colorful area rug, while large windows allow natural light to fill the space, highlighting the wall art above.

Home in North Deering

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

Your crew will be close to everything when you stay at this centrally-located place with a pool and spacious yard! Enjoy the home and it is a quick 10 minute uber to downtown Portland to the most popular eateries and breweries. This home is located perfectly to explore greater Portland from beautiful parks/trials to the shopping outlets not far away. This is a family neighborhood and out of respect for my neighbor’s, no loud partying after 10 pm. City of Portland License #: STHR-004465-2022

4.97 out of 5 average rating, 251 reviews

A bright and airy bathroom features a freestanding bathtub and a walk-in shower with clear glass doors. Wood-paneled walls complement a light wood floor. Accessory details include a small shelving unit with neatly arranged towels and a potted plant on a side table.

Home in Acton

The ZEN welcomes you, your home away from home.

The goal is for you to relax, recharge, enjoy & breathe. We offer a private 3 person HOT TUB , seasonal outdoor warm shower& chiminea firepit , infrared SAUNA, 72" freestanding bathtub for the ULTIMATE spa experience. King bed with an adjustable & vibrating bed base. The cozy 600 sqf home is equipped with everything your heart could desire. Artistic Design around every corner. BOHO swings on the private porch. We abutt a 13 ac conservatory land with walking & hiking trails off the backyard.

4.9 out of 5 average rating, 323 reviews

A spacious dining area is highlighted by a wooden table surrounded by white chairs. A staircase with wooden railings leads to the upper level. Natural light fills the room through multiple windows, enhancing the warm wooden details of the walls and floor.

Loft in Portland

Large Loft—Walk to Breweries— Coffee Bar—King Bed

Located on outer Forest Avenue in Portland, Maine, Forest Loft is an impressive, custom built, 1 bedroom / 2 bathroom apartment with vaulted ceilings and plenty of space. Due to its close proximity to the breweries on Industrial Way, Forest Loft commonly welcomes craft beer fans from all over the world. Enjoy the proximity to popular amenities while only a short ride from downtown Portland. MAINE'S TOP HOST OF 2022 https://news.airbnb.com/celebrating-our-top-new-hosts-in-each-us-state-for-2022

4.89 out of 5 average rating, 258 reviews

The exterior of Pebble Cottage is shown, featuring a charming yellow facade with a welcoming front porch. Two large windows adorned with flower boxes are displayed, offering a glimpse of the landscaped yard framed by a white picket fence.

Cottage in Bridgton

Rustic Pebble Cottage in beautiful Bridgton, Maine

Pebble Cottage is a one hundred year old quirky camp that was enlarged some years back. It is located in Bridgton near plenty of lakes and skiing. The public beach is a short skip down the hill. The cottage is a rustic little haven that was saved from demolition, and updated with a brand new bathroom, a cute little kitchen with a dishwasher, with two heat pumps to keep the space cozy and three homey comfortable bedrooms, a large yard with a hammock, very quiet retreat. Please note it's old!

4.92 out of 5 average rating, 233 reviews

A cozy bedroom corner is displayed, featuring a spacious bed with an orange accent pillow. A wooden nightstand holds a soft-glowing lamp, while framed botanical artwork decorates the wall above the bed, adding a touch of character to the space.

Apartment in East End

Heart of East End/Munjoy Hill- quiet and central!

Location x 3! Cozy, quiet and walkable! In the heart of the East End our apt is a short walk to the east end beach, restaurants, breweries and coffee shop min walk to the ocean (you can see it from the street) and easy access to the Old Port/Downtown amenities. It’s a great size with 2 BRs/1 BA, dining room, small private deck and stocked kitchen. Clean and cozy, it’s our home away from home. We hope you agree that our apartment has character and charm. We look forward to sharing it with you

Guest suite in Ferry Village

A serene beach scene is captured, featuring a gentle shoreline with soft sand. Small boats are anchored in the calm water, while a lush green landscape forms the backdrop under a partly cloudy sky. Sunlight reflects off the waves, creating a sparkling effect.

4.92 out of 5 average rating, 382 reviews

Apartment Walking Distance to Willard Beach

Our South Portland in-law suite is on a private floor & has its own private entrance at the back of the house. It is a 1 bedroom, 1 bathroom space with a fully stocked kitchenette and free parking. You'll love being only a 5 minute walk from Willard Beach and walking distance to 2 different lighthouses: Spring Point and Bug Light. You'll also be a 10 minute drive to Old Port. You'll have access to a shared, fenced-in backyard. South Portland Short Term Rental License #: STR2020-0022.

4.98 out of 5 average rating, 169 reviews

A wooden deck leads to the entrance of the yurt, featuring two green Adirondack chairs flanking the doors. The surroundings are wooded, with a carpet of forest floor visible and trees providing a natural backdrop.

Yurt in Chebeague Island

Yurt on Chebeague Island

Imagine staying in a yurt in the woods of Chebeague Island, nestled peacefully in a private clearing in the woods. Explore island beaches and hidden trails. This yurt is “glampy” inside with leather chairs and a substantial log bed. The yurt has a rusticator kitchen with all of the basics for cooking, small fridge, stovetop, sink. Water. Outdoor fire pit. WiFi . Check ferry options on Casco Bay Lines or Chebeague Transportation. Host will provide transport to/from ferry to the yurt.

Cottage in Old Orchard Beach

A cozy living area is presented with a gray sofa and a vibrant orange chair, alongside a small black, patterned table. Brightly colored wall art enhances the surroundings, while a TV is mounted on the wall. Natural light enters through glass doors leading to a fenced backyard.

4.94 out of 5 average rating, 369 reviews

#2 Walk to the beach Vintage Cottage.

3 night Min. stay 6/1 to Labor day. Cottage #2 is a classic one-bedroom with soothing beach colors and well-appointed with comfortable furnishings and updated finishes. It is outfitted with vintage and modern decor mixed in. The cottage has a fully stocked kitchen with pots and pans and utensils for those times when you may just want to stay in and cook. Private fenced backyard with a gas grill, table and chairs. Just a short 5-minute walk, to the beach. Yes we allow pets.

4.82 out of 5 average rating, 110 reviews

A spacious living area features a sectional sofa in soft brown upholstery, accented with decorative pillows. A black coffee table displays a decorative centerpiece, while a floor lamp adds light. The room is complemented by light grey walls and modern decor.

Guesthouse in Westbrook

Modern stay Westbrook Maine

Welcome to our modern 1-bedroom basement retreat, nestled in the charming town of Westbrook, just a short 3-minute drive from the Portland, Maine. With its stylish design and upscale amenities, this Airbnb offers the perfect blend of comfort and convenience for your stay in the area. The bedroom features a Queen-size bed, a queen-size pull-out sofa in the living area, accommodating additional guests comfortably in the spacious living area. There’s a $200 pet fee per pet.

4.92 out of 5 average rating, 115 reviews

A welcoming living area features warm wood flooring and natural light from multiple windows. Comfortable seating includes a sofa and chairs arranged around a central table. A ceiling fan provides gentle airflow, while double French doors lead to an outdoor space.

Guest suite in Standish

Steep Falls Escape, river & falls just steps away

Bright and pleasant 1 bedroom apt with separate entrance, gas fireplace, enclosed porch and large kitchen. Spacious yard to enjoy with pool, fire pit, grill and outdoor seating. Steep Falls is a rural village. Our home is a 5 min walk to the Saco River a favorite destination for canoeing, kayaking or tube floating (after the spring run off!) It is just a 10 min drive to the boat launch for Sebago Lake, one of Maine's largest and most beautiful bodies of water.

Popular amenities for Westbrook pet-friendly home rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

Home in Littlejohn Island

A rustic cottage with dark wood siding is surrounded by greenery. Two adirondack chairs are positioned on the grassy lawn in front of the house, which features large windows and a spacious deck. Trees provide shade on a bright, sunny day.

4.83 out of 5 average rating, 150 reviews

Kelley's Ocean View Cottage

4.94 out of 5 average rating, 126 reviews

A wooden staircase winds through lush greenery, leading down to a private dock on the tranquil lake. The water reflects the clear blue sky, framed by tall trees on either side, creating a serene outdoor setting.

Home in Standish

Lake House with a View!

4.93 out of 5 average rating, 134 reviews

A red post and beam house is nestled among trees, featuring multiple windows and a sloped roof. A wooden deck extends from the entrance, leading to a gently sloping yard surrounded by lush greenery. Sunlight filters through the leaves overhead.

Home in Limerick

Lakefront Getaway

4.87 out of 5 average rating, 180 reviews

A charming yellow cottage is shown from the exterior, featuring a covered porch adorned with wicker seating. Green ferns and lush grass surround the home, which is framed by trees showcasing fall foliage.

Home in Peaks Island

Winter Dates: Cozy and Peaceful Island Getaway

4.95 out of 5 average rating, 141 reviews

An inviting living area features a comfortable sofa facing a large television mounted on the wall. A rustic trunk serves as a coffee table on a patterned area rug. Natural light enters through double doors with sheer curtains, adding warmth to the space.

Home in East End

East End Unit

4.99 out of 5 average rating, 108 reviews

A modern exterior of the eco-friendly retreat is displayed, showcasing a sloped roof and large windows. The deck features comfortable seating and steps leading to the welcoming entryway. Surrounding greenery adds a natural backdrop, enhancing the serene atmosphere of the waterfront sanctuary.

Home in Sweden

Waterfront| Outdoor Sauna| Ski| Mountains| Firepit

4.84 out of 5 average rating, 114 reviews

A bright living area features light-colored walls and hardwood flooring. A comfortable gray sofa is positioned near large windows, allowing natural light to fill the space. A coffee table sits on a patterned rug, and a dining area is visible in the background.

Home in Brunswick

King Beds-Private Home w Office & Fenced Backyard

4.89 out of 5 average rating, 111 reviews

A scenic view of the ocean framed by green trees and a grassy area. A distant lighthouse is visible on the horizon, while the sky is partly cloudy, creating a peaceful atmosphere. The landscape includes several large rocks scattered across the lawn.

Home in Peaks Island

Stunning Ocean Views From This Peaks Island Home

Pet-friendly home rentals with a pool

4.97 out of 5 average rating, 30 reviews

Home in Lyman

Willow Creek Homestead Indoor Pool Lake Access

4.98 out of 5 average rating, 58 reviews

A spacious deck features a hot tub with a privacy screen and comfortable seating arrangements. The outdoor furniture includes a sectional sofa and a low coffee table, all set under a large orange umbrella. Lush greenery surrounds the area, providing a sense of seclusion.

Home in Biddeford

Condo in Old Orchard Beach

An aerial view captures the condo community and its proximity to Old Orchard Beach. The clear blue ocean stretches in the background, with sandy shores visible. The surrounding area includes recreational facilities and parking, illustrating the convenient access to nearby attractions.

5 out of 5 average rating, 14 reviews

Condo in Old Orchard Beach

4.86 out of 5 average rating, 123 reviews

A spacious living area features warm wood paneling and a cozy wooden fireplace. Comfortable seating is arranged around a coffee table, and large glass doors allow natural light to fill the room, leading to the scenic outdoors. A ladder provides access to the loft area.

Chalet in Bridgton

Charming Chalet 3 min to SKIING & PVT beach access

Apartment in North Deering

A spacious living area features a plush leather sofa and an easy chair, arranged around a circular coffee table atop a textured area rug. A wall-mounted smart TV is visible, while a dining space with multiple chairs is seen in the background.

4.96 out of 5 average rating, 90 reviews

Portland Sweet Escape

4.9 out of 5 average rating, 83 reviews

A weathered wooden dock extends over a tranquil pond, surrounded by lush greenery and trees. Flickering lanterns are placed along the edges, adding a soft glow to the quiet natural setting. The scene reflects the changing colors of foliage in the background.

Guest suite in Biddeford

Heron's Hide-Away

4.89 out of 5 average rating, 330 reviews

An A-frame cabin features a sloped roof and wooden exterior, complemented by a welcoming front porch with steps leading to the entrance. A deck above offers additional outdoor space. Lush trees and open landscaping surround the structure, with a clear blue sky overhead.

Home in Harrison

Private Riverfront Lux A frame EPIC Views. Pond

Place to stay in Shapleigh

A charming red schoolhouse, dating back to 1866, is surrounded by tall trees and a well-kept grassy area. The structure features white trim, large entrance doors, and a bell tower, evoking a sense of history and nostalgia.

5 out of 5 average rating, 97 reviews

Romantic New England Historic Schoolhouse c1866

Private, pet-friendly home rentals

4.96 out of 5 average rating, 83 reviews

A bright living area features large windows draped with light-colored curtains, allowing natural light to fill the space. A grey sofa and matching chairs are arranged around a central coffee table, creating a cozy yet open atmosphere, with tasteful decorations adding a welcoming touch.

Home in Gorham

Beautifully, Gambrel style home

4.78 out of 5 average rating, 23 reviews

Home in Westbrook

Cozy home available at a discounted rate!

4.97 out of 5 average rating, 33 reviews

A cozy sleeping area features a queen size bed dressed in light-colored bedding with a patterned throw. Nightstands with lamps provide soft illumination, while a decorative wall hanging and a small window allow natural light to enter the space.

Apartment in Westbrook

Suburban Studio Apt in a quiet family neighborhood

Guesthouse in New Gloucester

A wooden dock extends toward calm water, with a gentle sloping pathway leading down from the boathouse. The clear water reveals stones at the bottom, while green trees frame the picturesque lakeside view.

4.89 out of 5 average rating, 158 reviews

On the water Boathouse!

4.85 out of 5 average rating, 68 reviews

The front exterior of the bungalow is shown, featuring a light-colored facade and a welcoming entrance with a decorative wreath. A set of steps leads up to the front door, flanked by a flowering tree and a bench for seating. The yard is landscaped with gravel and mulch.

Home in North Deering

Cute Craftsman Bungalow home w/ fenced in yard

4.95 out of 5 average rating, 57 reviews

The front exterior of the cottage is visible, featuring a light gray shingle facade and large windows. A stone pathway leads to the entrance, bordered by manicured shrubs and flowering plants. A rustic lantern stands atop a stone pillar, adding character to the entryway.

Home in Cumberland

Forest Lake Cottage

4.92 out of 5 average rating, 12 reviews

A two-story house is situated on a quiet residential street, featuring a light-colored exterior with white trim. The front yard is landscaped with low shrubs and seasonal flowers. Parking spaces are visible in the driveway, along with a few vehicles on the street.

Townhouse in Westbrook

2BR Townhouse on Westbrook