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Vacation rentals with outdoor seating in Cumberland County

Find and book unique accommodations with outdoor seating on Airbnb

Top-rated accommodations with outdoor seating in Cumberland County

Guests agree: these accommodations with outdoor seating are highly rated for location, cleanliness, and more.

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Cottage in Windham

4.91 out of 5 average rating, 85 reviews

Tranquil waterfront cottage

A private clean tranquil cottage, dock, parking, deck, grill, hammock, kitchen & all amenities, bathroom, 2 bedrooms, sleeps 5, futon, WIFI, cable, bidet, washer & dryer, granite outdoor table, kayaks, paddle boards, floats, fire pit and fireplace. Minutes from great restaurants, bars, hiking trails, and shopping. The most amazing sunsets. 30 minutes from Portland. Winter rentals as well. 40 min. from Shawnee Peek, 1 mile from Seacoast tubing. This place is privately yours. Smoke free please!

Guest favourite

Apartment in Portland

4.96 out of 5 average rating, 547 reviews

Peaceful Oasis on Munjoy Hill -1st flr/3BR+parking

Spacious, light-filled 3 Bedroom/1 bath 1st-floor apartment with tasteful art, contemporary furnishings, + a well-appointed kitchen. Fantastic location! -A 5-minute walk to the Eastern Promenade with its food trucks, beach & scenic trails -Nearby are bakeries, cafes, world-class restaurants and popular breweries -Relax in the serene garden w/ outdoor seating -A 15-minute walk takes you to the Old Port. Discover the best of Portland, then return to A Peaceful Oasis, a place to truly call home.

Guest favourite

Cottage in Saco

4.93 out of 5 average rating, 388 reviews

Deja Blue~Guest Beach House

Our beach guest house is an oceanfront dream for a couple's retreat. Come relax by the sea. Listen to the waves crashing right outside your door. Disconnect or work while here we have fast WiFi for you. Enjoy this gem of a place on the coast of Maine as a year round escape. Come make some memories to cherish for a lifetime. All 4 seasons are beautiful here. Pro tip: Wake up early and observe the beautiful sunrise over the ocean. It is totally worth getting up early and will not disappoint.

Guest favourite

Home in Naples

4.99 out of 5 average rating, 105 reviews

LUX Designer Private Waterfront

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.

Guest favourite

Condo in Old Orchard Beach

4.73 out of 5 average rating, 118 reviews

Attractive 1 bedroom cabin only 50 ft from beach#1

nestled in a restful pine grove just 50 feet from Maine’s finest beach. These 8 one & two bedroom charming Old Orchard Beach Cottages are decorated in a modern beach theme, providing guests with the modern conveniences of today. Conveniences include Smart TVs with Amazon Fire Sticks, Wi-Fi, individually controlled heat & air conditioning, fully equipped efficiency kitchenettes, & private baths. Ideal for group getaways! Enjoy the privacy of your own seaside cottage, oh, so close to the beach.

Guest favourite

Home in Portland

4.96 out of 5 average rating, 115 reviews

Lovely 3Bdrm Home w/ AC & BBQ 10min to DT Portland

Enjoy your visit to Portland at our beautiful, newly renovated home, equipped with everything for a perfect, stress-free stay! This spacious, stylish house has lots of natural light, a fully-fenced backyard with a firepit and BBQ, laundry, a full kitchen, and a double farmer’s porch! There is a desk and wifi, perfect for guests working from home! Get to downtown Portland in 10 minutes, where you will find coffee shops, great bars and restaurants, museums, shopping, and plenty more to explore!

Guest favourite

Apartment in Cape Elizabeth

4.98 out of 5 average rating, 246 reviews

Cape Elizabeth Garden Apt+Beach+Close to Portland!

Bright, airy, two-story, 1000 sf apartment, with view of gardens. Off-street parking and private entrance. First floor living area with kitchenette, and sofa-bed, for additional guests. Second floor king bedroom with full bath. Ideally located a short walk to Kettle Cove Beach, and just minutes from Two Lights State Park, Crescent Beach, Higgins Beach and Robinson Woods Trail. Portland - voted the best restaurant city in the US - is a 10 minute drive. STR Permit #210701.

Guest favourite

Home in Scarborough

4.98 out of 5 average rating, 266 reviews

Swim spa under the starry night pool/hot tub/sauna

Dreams do come true! Stay here and experience the pleasure of your own private Solar powered and Eco friendly spa resort getaway in Maine! Experience your own private spa in a four season sunroom with a heated indoor fitness pool of 90 degrees and a hot tub at 101 degrees. Boost your immune system with hydrotherapy. With an outdoor sauna steps away, and a fire pit this is truly a treat. We are close to beaches, lighthouses and Portland's Old Port just minutes away.

Guesthouse in Bridgton

4.88 out of 5 average rating, 109 reviews

Private apart with luxury view, mins to everything

Welcome to the Peak View Apartment! This lovely and stylish place is perfect for a honeymoon, anniversary or romantic getaway or for those who crave for retreat. This is what you imagine when you want to relax in the house in the mountains!!! But also great for a small family with kids! Sitting on the ridge of Pleasant Mountain, the place is minutes away from all the attractions and beautiful lakes. The property will give you the full vacation in the woods experience!

Guest favourite

Cottage in Old Orchard Beach

4.94 out of 5 average rating, 287 reviews

#1 Cozy cottage minutes from the beach!

3 night Min. stay 6/1 to Labor Day. A classic cottage with ship lap and soothing beach colors and well appointed with comfortable furnishings. It is outfitted with vintage pieces with modern decor mixed in. The cottage has a fully stocked kitchen with pots and pans for those times when you may just want to stay in. The cottage also has a private backyard with a gas grill. Just a short 5 minute walk, and you are at the 7 mile stretch of sandy beach. Yes we allow pets.

Guest favourite

Home in Old Orchard Beach

4.94 out of 5 average rating, 140 reviews

New build with hot tub in Old Orchard Beach

New home built in 2023- less than half a mile to Old Orchard Beach! Two queen bedrooms with their own temperature controls. The master has a private deck. One and a half bathrooms- modern, with clean lines and minimalist design. Includes plenty of closet space, a stocked kitchen, dishwasher, front load washer and dryer, and fenced in backyard area with a private 6 person hot tub, large grill, outdoor dining table, fire pit, and loungers to enjoy Maine starry nights!

Guest favourite

Apartment in Portland

4.89 out of 5 average rating, 167 reviews

The LUXE Treehouse

This is a beautiful, completely renovated unit. It is very private on the top floor with a large roof deck. AC, 3 TV's and w/d are provided. You will love this location as it is within walking distance to just about everything in the city including the waterfront. It's one of the best locations in the city and there are several restaurants, museums and music venues within the surrounding blocks. You will love the outdoor space!

Vacation rentals for every style

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Houses

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Cabins

Kick off your hiking boots at these rustic lodgings

Cottages

Quaint homes, peaceful surroundings

Popular amenities for Cumberland County outdoor seating rentals

Free parking on premises

Air conditioning

House rentals with outdoor seating

Guest favourite

Home in Falmouth

5 out of 5 average rating, 24 reviews

Charming Coastal Home

Home in Old Orchard Beach

4.72 out of 5 average rating, 18 reviews

By the Sea - sleeps 11! Walk to beach

Guest favourite

Home in Westbrook

4.83 out of 5 average rating, 41 reviews

Sunny Spot Minutes From Portland

Guest favourite

Home in Old Orchard Beach

4.98 out of 5 average rating, 80 reviews

Faith Lane with community pool

Guest favourite

Home in Portland

4.88 out of 5 average rating, 17 reviews

MAINE: Home away from Home

Guest favourite

Home in Old Orchard Beach

4.96 out of 5 average rating, 45 reviews

Spacious and bright Old Orchard beach house!

Guest favourite

Home in Portland

4.96 out of 5 average rating, 112 reviews

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

Guest favourite

Home in Old Orchard Beach

5 out of 5 average rating, 25 reviews

"Garden Off Eden - Adam & Eve"

Apartment rentals with outdoor seating

Apartment in Portland

4.9 out of 5 average rating, 213 reviews

Bright & Sunny Apartment with Patio

Guest favourite

Apartment in Portland

4.91 out of 5 average rating, 548 reviews

Sophisticated Charm at an unbeatable price!

Guest favourite

Apartment in Portland

4.96 out of 5 average rating, 103 reviews

Sunny West End Apartment With Private Courtyard

Guest favourite

Apartment in Portland

4.92 out of 5 average rating, 209 reviews

The Globe House: Amazing Sunsets Walk to Breweries

Guest favourite

Apartment in South Portland

4.96 out of 5 average rating, 122 reviews

Spacious 1st floor New England charm.

Guest favourite

Apartment in Portland

4.97 out of 5 average rating, 449 reviews

Bright and cozy Munjoy Hill neighborhood apartment

Apartment in Portland

4.77 out of 5 average rating, 269 reviews

Parkside Retreat on Portland's Eastern Promenade

Guest favourite

Apartment in Portland

4.98 out of 5 average rating, 111 reviews

The Yankee Dugout

Condo rentals with outdoor seating

Guest favourite

Condo in Scarborough

4.91 out of 5 average rating, 93 reviews

Beach Breeze

Guest favourite

Condo in Old Orchard Beach

4.89 out of 5 average rating, 96 reviews

Oceanfront Condo with Awesome Views

Condo in Scarborough

4.77 out of 5 average rating, 261 reviews

Modern Industrial Beach Cottage

Condo in Portland

4.89 out of 5 average rating, 181 reviews

Rustic Downtown Duplex with Private Deck

Guest favourite

Condo in Scarborough

4.96 out of 5 average rating, 342 reviews

Cozy condo by the beach!

Guest favourite

Condo in Scarborough

4.96 out of 5 average rating, 220 reviews

Comfy condo with loft by the beach!

Condo in Old Orchard Beach

4.93 out of 5 average rating, 41 reviews

Stylish Condo at Old Orchard Beach!

Guest favourite

Condo in South Portland

4.95 out of 5 average rating, 164 reviews

Rustic Willard Beach condo ten mins from Old Port!

Destinations to explore