
Holiday rentals with outdoor seating in New Gloucester
Find and book unique Holiday Houses with Outdoor Seating on Airbnb
Top-rated Holiday Houses with Outdoor Seating in New Gloucester
Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.

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.

1820s Maine Cottage with Garden
Enjoy a cozy shipbuilder's cottage in Bath, Maine. This quaint apartment attached to a family home has its own entrance and contains a bedroom, a bathroom, a kitchen, and a living room with antique details that reflect its 200-year old history. Only a 15-minute walk to historic downtown Bath, a 3-minute drive to Thorne Head Preserve, and a 25-minute drive to Reid State Park and Popham Beach. Come appreciate everything MidCoast Maine has to offer! PLEASE NOTE: This apartment has steep stairs!

Lobstermen's ocean-front cottage
Be our guests & experience the life & beauty of Midcoast Maine. Relax & enjoy the views, warm up in the sauna or go for a refreshing dip. The cottage is part of an over 100 year old working lobstering, and now oyster farming property we call, Gurnet Village. Located right on historic Route 24, we are conveniently situated between Brunswick & the islands of Harpswell. All rooms have ocean views. The tidal beach & the floating dock (May-Dec) is ideal for seasonal fishing, lounging & swimming.

Dreamy Post&Beam Hideaway Near Portland & Freeport
Escape to a dreamy timber-frame cottage tucked in Maine’s woods! Soaring beams, radiant-heated floors, a king loft bed, and a crackling fire pit await. Sip coffee on one of the two decks, hike Bradbury Mountain (3 minutes away), shop Freeport (10 minutes away), or dine in Portland (20 minutes away)—then return to your cozy hideaway under the stars. Full kitchen, vaulted ceilings, radiant heat floors, private driveway, fire pit and peaceful forest views make it the perfect year-round retreat.

The Outlet Studio, Rustic Comfort w Fireplace
Conveniently and perfectly located! Our studio is in a private building on a quiet dead end street yet walking distance to L.L. Bean, Bow Street Market, Leon Gorman Park, restaurants, breweries, live music, outlet shops, Freeport Farmers Market, the Amtrak station and all that downtown Freeport has to offer. A short drive to Wolfe's Neck State Park, Bradbury Mountain State Park, Mast Landing Audubon Sanctuary, the Desert of Maine, Winslow Park, farm stands and the beautiful mid-coast coast.

Two bedroom duplex across st from crystal lake
Relax, have fun, spend quality time with friends and family right here at our quiet little place. Two bedrooms, three beds, one pull out couch, we can accommodate up to six guests. We have walking trails, firepit, and a barbecue area. The house sits across the street from crystal lake, with a boat launch 3/4 mile down the road with a parking area. An easy 20-minute drive to Portland. Supermarket, gas station, and restaurant less than five minutes away and ten minutes from Gray exit to 95.

Crow’s Nest Tiny House at Old Crow Ranch
The Crow's Nest Tiny House sits nestled on Old Crow Ranch, a 70-acre working livestock farm, a true example of thriving Maine farmland. You'll be surrounded by fields and pine woods in Durham, Maine. Just outside Freeport and only 30 minutes from Portland, this cozy space makes a calming retreat away from the city - for a night or for a week. Fall asleep listening to the peepers and gazing at the stars, drink your morning coffee while looking out at the cattle grazing in the fields.

1BR cozy, luxurious getaway @ Krista's Guesthouse
Newly built guesthouse above owner's garage with insane sunrises & great view. Property is located on 36 acres, owner lives on site in a separate house with her 3 dogs, 1 exceptionally lazy cat and 4 rogue chickens (they may all come visit you!). Grounds have ancient apple trees, loads of perennial gardens with more in progress, berries and an organic vegetable garden that we would love to share from if desired. Please do not hesitate to ask any questions! We hope to meet you soon!

The Barnhouse with hot tub
Get away with your whole family at this peaceful home in the country. Hear the frogs chirping in the pond, birds tweeting in the treetops and watch chickens roam around. Enjoy the clear, starry nights while relaxing in the hot tub or cozying up by the fire. Centrally located between coast and mountains. Head a hour north to take the family hiking or on the slopes to enjoy the mountains. Head 40 minutes south to take in the coast and see the iconic Maine lighthouse.

Unique artist's sun filled farmhouse meets loft
Sunny and cozy contemporary artist designed, renovated and curated space with a large touch of quirk. This old farmhouse is off the beaten path and a perfect place to explore all that the real Maine has to offer. Set on an acre of land outside of town, there is plenty of open out door space, fire pit and a deck with picnic table and BBQ grill. Close to Bates, 30 to Bowdoin & 1 hr to Colby, and lakes, parks and trails. And a hop skip and a jump to the beach.

Cottage on Black Brook Preserve
This charming cottage is thoughtfully furnished, it's your home away from home! Clean and cozy, one bedroom with queen size bed and full kitchen. Sit in front of the gas fireplace or on your own private deck overlooking the 105 acres of Black Brook Preserve. Take a hike, snowshoe or cross-country ski right outside your door. We now have new sofa, bed, refrigerator, stove, as well as shower and bathroom flooring.

Cottage Under a Crabapple Tree
Steps from extensive nature trails and wildflower meadows, this quaint studio cottage is nestled conveniently between the restaurants and breweries of Portland, the outlet shopping of Freeport, and miles and miles of rocky coastline. Perfect for a quiet Maine getaway, lodging near Cumberland fairgrounds and other local attractions, or a visit to family and friends in the area.
Popular amenities for New Gloucester outdoor seating rentals
Holiday House Rentals with Outdoor Seating

Sunny 2-BR 5 min to Bates & River Trails

Hallowell Hilltop Home with Hot Tub & Sauna

Cheerful spacious updated 1825 Maine Farmhouse!

Beautiful Coastal Maine Getaway

The ZEN welcomes you, your home away from home.

Amazing Bay View Home with Hot Tub

Freeport Escape – LLBean | Fire Pit | 3 King | A/C

Birch Ledge Guesthouse--Four Season Maine Getaway
Apartment rentals with outdoor seating

RETRO BnB in the Heart of East End Portland

Bright & Sunny Apartment with Patio

Peaceful & Cozy Falmouth Getaway

Downtown Hideaway-Loft HotTub Modern Clean Private

Open Concept Loft in the Heart of Downtown Center

Beautiful West End studio, hot tub, free parking

Cozy SoPo Condo

Oceanside Modern Victorian 2BR- East End/ Downtown
Condo rentals with outdoor seating

Oceanfront Condo with Awesome Views

Cozy condo with North Conway at your finger tips!

Cozy condo by the beach!

Top Of The Line Stay!

Comfy condo with loft by the beach!

3 bd / 2 bth, SLOPE SIDE at Cranmore! Unit#1104

Sunday River Locke Mountain Ski In/ Ski Out Pool

Cozy Family Retreat with Saco River Access
Quick stats about holiday rentals with outdoor seating in New Gloucester

Total holiday rentals
Explore 30 holiday rentals in New Gloucester

Nightly prices starting at
New Gloucester holiday rentals start at $156 NZD per night before taxes and fees

Verified guest reviews
Over 1,580 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 of New Gloucester holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across New Gloucester rentals

4.9 Average rating
New Gloucester stays are highly rated by guests—averaging 4.9 out of 5!
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- Rentals with a fireplace New Gloucester
- Rentals with a patio New Gloucester
- Rentals with outdoor seating Cumberland County
- Rentals with outdoor seating Maine
- Rentals with outdoor seating United States
- Sebago Lake
- Wells Beach
- Story Land
- Sunday River Resort
- Scarborough Beach
- Popham Beach State Park
- Popham Beach, Phippsburg
- Pemaquid Beach
- East End Beach
- Pemaquid Point Lighthouse
- Diana's Baths
- King Pine Ski Area
- Dunegrass Golf Club
- Belgrade Lakes Golf Club
- Willard Beach
- Funtown Splashtown USA
- Coastal Maine Botanical Gardens
- Gooch's Beach
- Parsons Beach
- Cliff House Beach
- Wolfe's Neck Woods State Park
- Crescent Beach State Park
- Ferry Beach
- Laudholm Beach




