Pet-friendly vacation rentals in Cumberland County

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Top-rated pet-friendly home rentals in Cumberland County

Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

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Guest favorite

A wooden pathway extends towards a tranquil lake, bordered by lush greenery and rocky shores. The calm waters reflect the vibrant blue sky. Tall trees line the water's edge, creating a serene and natural atmosphere.

Chalet in Denmark

4.92 out of 5 average rating, 108 reviews

Relaxing A-Frame with Hot Tub and Lake Access

Escape the city and relax at Camp Merryweather. Our A-Frame is perfect for a romantic getaway or a family retreat with the kids and dogs welcome also! If you’re a work from home professional looking to escape your normal routine, we’ve got you covered! With a fully equipped work space and reliable high speed internet you can break free from the pressures of the city while still staying connected. Kayaks and hot tub provided! Come experience our slice of heaven for yourself, you won’t regret it!

Guest favorite

Home in Portland

4.88 out of 5 average rating, 165 reviews

Charming Portland Home Near Back Cove & Downtown

Welcome to our inviting home, the perfect base for your Maine getaway! Nestled in a peaceful residential neighborhood near Payson Park, enjoy access to tennis courts, and the Back Cove waterfront pedestrian trail, perfect for morning jogs or evening strolls. Our home is minutes from the lively Portland peninsula, where you'll find amazing dining and shopping. Catch a ferry to explore islands or head to Freeport's outlets, local beaches, and iconic Maine lighthouses. License No STHR-001701-2019

Top guest favorite

A well-maintained backyard garden features a stone fire pit surrounded by seating. Flower beds with various plants provide color and texture. A wooden swing set and a shed are visible in the background, with a stone path leading through the grassy area.

Home in South Portland

4.91 out of 5 average rating, 116 reviews

Cottage style home 2 blocks from the beach!

Comfortable Cottage style home with 3 bedrooms, private baths. Many amenities. Two living areas for everyone's comfort, a beautiful kitchen, a large private outdoor patio with multiple seating, a fire pit and a gas grill. Backyard is partially shared. We are close to the Portland nightlife, airport, shopping, restaurants and family-friendly activities. We are in a community that offers biking , running routes, parks and History. Warm, welcoming home. In law attached with private entrance.

Guest favorite

A cozy living room is shown with hardwood floors and neutral-colored walls. A comfortable black chair sits beside a wooden coffee table adorned with a vase of flowers. Natural light fills the space through large windows, and a modern TV is positioned on a media console.

Apartment in Portland

4.93 out of 5 average rating, 349 reviews

Haven on the Hill

Registration #2018-4091. On top of a quiet, leafy street in Portland's East End, our hippest neighborhood! Short walk to popular destinations like the Old Port, the ferry terminal, breweries and award-winning restaurants...plus water views, sea gulls, fog horns, running trails, sunrises and sunsets! NOTE: Please *do not book this space* if you can't honestly live by our House Rules. All guests must confirm that their group will abide by House Rules w/in 24 hours of booking to be confirmed.

Superhost

A spacious backyard is surrounded by tall trees and wooden fencing, providing privacy. A stone patio is visible, featuring seating arrangements around a central firepit. Lush greenery and colorful shrubs frame the area, creating a peaceful outdoor retreat suitable for relaxation and gatherings.

Home in Portland

4.9 out of 5 average rating, 126 reviews

Charming Portland Colonial, In Town

Beautiful, well-appointed, family friendly 3 bdrm 2 bath home with fenced in backyard and attached garage in the heart of centrally located Deering Highlands & Rosemont neighborhoods, situated on the corner of Brighton Ave. Blocks from law school & USM, Close to downtown, walkable to Rosemont market, coffee shops & restaurants. Fully equipped, kitchen, bonus sunroom, fantastic backyard with gas grill/firepit, Roku TV/WiFi. Excellent oasis in the heart of Portland. Perfect for family getaways

Guest favorite

A serene waterfront scene captures calm waters dotted with boats gently bobbing in the harbor. Rocky shores lead to lush greenery in the background, with a clear blue sky above, creating an inviting coastal atmosphere in this Maine setting.

Apartment in Falmouth

4.96 out of 5 average rating, 153 reviews

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.

Superhost

A peaceful scene showcases a glistening river surrounded by lush greenery. A hammock hangs between two trees, and a blue bench overlooks the water, offering a serene spot to relax. Gentle ripples reflect the blue sky, enhancing the tranquil atmosphere.

Home in West Bath

4.85 out of 5 average rating, 103 reviews

Oak Leaf

Take it easy at this unique and tranquil getaway. This sweet cottage offers scenic water views and much more. Overlooking the New Meadows river, it is nestled in a quiet area and surrounded by 100 yr old oak trees. It is loaded with charm yet offers modern amenities. You feel tucked away, yet the place is only 10 to 20 minutes from beautiful beaches, hiking, fine dining, and shopping opportunities. Enjoy beautiful sunsets from the back porch and cozy up to fire pit while you make memories.

Superhost

Home in Bridgton

4.92 out of 5 average rating, 115 reviews

Lakefront haven near Shawnee-25mi to North Conway

Located in a quiet neighborhood, our home on Highland Lake is perfect for families or a friendly gathering, boasting 3 BD-2 BA, with gorgeous lake views, and direct lake access with a common sandy walk out beach area. Enjoy the provided canoe and kayak, and spend an evening grilling on the deck, or roasting marshmallows in the common fire pit! Less than one mile to downtown Bridgton. Easy access to hiking and snowmobile trails, as well as skiing at Shawnee Peak (less than a 10 min drive).

Guest favorite

Cabin in Denmark

4.97 out of 5 average rating, 104 reviews

Lake Front with Private Dock - BRAND NEW Furniture

Our waterfront haven can be your personal retreat. Just 35 minutes to Downtown North Conway, our home takes you away from the noise for quiet relaxation. In the summer enjoy: - Tying your boat off to our private dock. - Bass fishing and water sports. - Fryeburg Fair minutes away - Hiking In the winter have fun: - Skiing at Shawnee Peak (15-mins away) - Snowmobiling (Trail directly across the street) - Ice Fishing - Snowshoeing - Bring your trailers, snowmobile & hit the trails

Guest favorite

A sandy beach area gently meets the water's edge, with calm waves lapping against the shore. A boat is visible in the distance, surrounded by lush greenery along the horizon, which creates a serene and natural setting.

Cabin in Bridgton

4.94 out of 5 average rating, 254 reviews

Cozy Cabin, Close to everything

Charming Cabin located on a dead end road in a wooded setting. Walk to Long Lake for a swim or 15 minute drive to ski slopes, 30 miles to North Conway, 60 minutes to Portland or just walk the town of Bridgton to visit the restaurants and antique shops. If you like to snowmobile the (ITS) trail is 200 feet outside the back door. The Perfect vacation spot. The house has Wi-Fi (GIG Access) which is plenty of bandwidth for work or play. Please read House Rules

Guest favorite

A private patio area is enclosed by a wooden fence, featuring a small dining table with two chairs. Potted flowers and ferns add color to the space, while string lights create a cozy ambiance. Natural light filters through leafy trees above.

Apartment in Portland

4.8 out of 5 average rating, 364 reviews

Studio w/ Patio, Sauna & Onsite Massage

Cozy daylight basement studio in the center of Rosemont. Relax with your own private patio, sauna, on-site massage & facial. Just minutes to Portland's extensive trail system. Delicious restaurants and markets within a short walk and just 2.5 miles from the historical Old Port and artsy downtown! Perfect for business and leisure! Conveniently located just 10 minutes from the Portland Jetport and less than five minutes from I-295 and I-95. STHR-000170-2018

Superhost

A modern open-plan living area features a comfortable sofa with a decorative pillow. Bar stools line a stylish kitchen island illuminated by pendant lights. Natural light streams through several large windows, showcasing a clean and airy atmosphere. Light wooden flooring adds to the spacious feel.

Guest suite in Old Orchard Beach

4.9 out of 5 average rating, 162 reviews

Captain Cookie's sea cottage

It’s the most wonderful type of the year in Maine. The leaves are red, the crowds are gone, the lobsters are still fresh. The suite is newly renovated with off street parking and a private entrance - Pet friendly! We have all the amenities you’ll need for your vacation including heatpumps in each room as the nights get colder. Set in a peaceful neighborhood, 10 mins to beach, 15 to pier and Old Orchard street. Off leash allowed at all times on the beach!