Pet-friendly vacation rentals in Westbrook

The Chickadee Tiny House

The newly built Chickadee allows you to experience upscale tiny living within a stones throw of some popular local attractions. While we feel the Chickadee offers plenty of privacy from the inside you should make note that it is located in the middle of a neighborhood setting and the landscaping is still being worked on though won't be disruptive to your stay. Just under a mile from downtown Gorham 20 minutes to Portland Ski, swim, shop, eat, leaf peep, hike, the activities nearby are endless

LUX Designer Private Waterfront Hot Tub - Secluded

Waterfront GLASS cabin with privacy professionally designed, escape to somewhere really special. Crooked river acres surrounding the house with the river wrapping around the property. Dock with direct access to Sebago lake and state park just minutes away, Outdoor shower, hot tub, hammocks, BIG walk-in shower w/ window. Heated bath floors, ac. See through Fireplace. The property has its own sandy swimming beach, pets are welcome. Come enjoy privacy and the space to run around seconds to Sebago.

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!

"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 shops and restaurants. 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

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

Falmouth Waterfront Carriage House Apt

Waterviews! This 1 bedroom apt has a new “purple”mattress, above our detached garage in classic Maine waterfront neighborhood. Next door to the iconic Town Landing Market and Town Landing pier/beach. In beautiful Falmouth Foreside neighborhood. Walkable to Dockside Restaurant and marina, and 10 minute drive or bus to downtown Portland. 20 minute drive to Freeport shopping. We only accept well- behaved and house- trained dogs, no other pets are allowed for a fee of $75.00 per dog per stay.

Huge 7 bedroom Farmhouse close to Portland

Great room , fully equipped kitchen, 3 separate suites with bathroom and a combinations of beds from California King to bunk bed. Yellow Suite sleeps 5 with kitchenette, TV lounge/office 1st floor Blue suite sleeps 5. Orange suite sleeps 10. Each room has its own AC. Great room combines Kitchen and Parlor with TV and couches, Patio with grill and fire table. Free parking for 8 cars. Walk to Restaurants(see pictures) Uber to Old Port. No checkout duties. Ask about midweek extension.

Higgins Beach *New* Beach Home & Private Offices

Custom designed contemporary at the beach. Perfect for a relaxing getaway, visiting family and friends or working remotely. Chef's kitchen w/ high end appliances, granite countertops, enclosed porch grill area. 3 bedrooms and 2 private offices Huge windows and amazing views from all of the rooms highlight the natural beauty of high tides, sun rises and sun sets. Wonderful beachfront walks and beautiful surroundings inside and out. Easy proximity to Portland's Old Port.

Cheerful 2 Bedroom 2 Bath Garden Apt with Laundry

Cheerful, bright 2 bedroom, 2 bathroom apartment in the Deering Center neighborhood. Boasting parks & trails, restaurants & shops in a small-town-feeling neighborhood. A quick uber to Portland's center. Private apartment in an owner-occupied 2-unit home. Park in your dedicated driveway spot or on the street. Adjacent to a park and close to walking / biking trails & everything wonderful that Portland has to offer! Dogs welcome with pre-approval + $50 pet fee. STHR---1191-2019

Completely Private Guest Suite Near Higgins Beach

Completely private, newly renovated, sparkling clean, bright, stunning guest suite is waiting just for you! Located just 2 miles from beautiful Higgins Beach and just 5 miles to Portland, your private entrance is just steps away from your parked car. The guest suite is completely private including a private entrance, front porch, bedroom and bathroom. Old meets new in our charming antique house with modern design and decor. Our location is perfect for your Maine vacation!

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.

Rustic charm close to Portland

Peaceful and private. My home is a country getaway with unique charm and has a feeling like no other. Just voted the safest town to live in Maine, located close to downtown Portland, the Portland Jet Port, Freeport, beautiful Maine beaches, apple orchards, a Gorgeous wedding venue a mile away called Caswell Farm and close to trails for hiking, my home has many options. It's a great spot for a group of 6 or a couple of 2 to unwind.