
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.

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.

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.

Tap House Loft~Sunny & Spacious, Private Hot Tub
Conveniently located in the heart of Downtown Bridgton, the Tap House Loft is ready for you, your friends and your family to enjoy! Walk to vibrant Main Street, Pondicherry Park, the Magic Lantern Theater, Highland Lake and all the downtown shops, gallerias and restaurants...or simply relax in the peace and quiet of our newly restored, historic warehouse. Located above the Sundown Lounge, this 900 sq ft space offers a large Master Suite with French Doors leading to a deck and hot tub.

The Loons' Nest: Lakefront oasis w/ private dock
Welcome to Maine. Enjoy the peace and tranquility of Maines pristine lakes, at our modern Scandinavian lakefront home. On a PRIVATE lake, nestled in the heart of the Maine countryside. This charming retreat offers a peaceful getaway, perfect for those looking to escape the hustle and bustle of city life. The whole group will enjoy easy access to Maines world famous food scene. Enjoy a private dock with stunning views where you can swim, fish, or launch a host-provided kayak or canoe.

LUX Designer Private Waterfront Hot Tub - Secluded
Escape to a luxurious, privately designed glass-walled waterfront cabin on 3+ secluded acres along the Crooked River in Naples, Maine. The river wraps around, offering total privacy, your own sandy beach, dock with direct Sebago Lake access, and state park minutes away. Unwind in the year-round hot tub, outdoor shower, hammocks, or by the see-through fireplace. Luxe bath with heated floors, huge walk-in shower w/ scenic window. AC, pets welcome. Perfect peaceful retreat—come recharge!

The Maine Frame | Modern A-Frame Cabin in Freeport
• Perfect for small families or couples, our signature A-Frame cabin features a modern interior gas burning fireplace, soaring ceilings, huge windows, stylish interiors, and all the comforts of home. • This cozy 1,100 square foot space comfortably accommodates up to four guests in two bedrooms (one with a King-size bed and the other with a Queen-size bed) and a shared bathroom. • 7 minute drive to downtown Freeport. • Proud to be ranked in the top 1% and voted Guest Favorite!

Rustic, cozy cabin on Sebago Lake. A hidden gem.
Step out of the screened in patio to lakeside relaxation. Dive into crystal waters, snorkel or float with a cool beverage. Kayak or canoe out to Turtle Cove and enjoy the wildlife in this natural waterway teeming with birds to include our resident Blue Heron, ducks, geese, and loons who make this place their home. We have the fortune of bald eagles in several tall pines. Turtles sunning on doting rocks and lily pads in bloom greet us each day. It is a natural water landscape.

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.

The Retreat at Crystal Lake Farm
This getaway features two spacious bedrooms plus an upstairs bedroom loft, sleeping up to 6 with ease. The large bathroom is accessed by both the master bedroom and living room and features on-site laundry. For guests who love to cook the kitchen is fully equipped and the deck is a perfect place to relax in the summer and enjoy the view. In colder seasons guests are encouraged to cozy up by the wood-burning stove or use the outdoor BARREL SAUNA.

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.
Popular amenities for New Gloucester outdoor seating rentals
Holiday House Rentals with Outdoor Seating

Lake House with a View!

Mirror Pond Cottage

Waterfront Gem walkable to Restaurants!

Sunny 2-BR 5 min to Bates & River Trails

Stone Isle. 8 acres next 2 little john preserve.

Cottage on Todd Bay

Cheerful spacious updated 1825 Maine Farmhouse!

Historic, pastoral home in charming Yarmouth, ME!
Apartment rentals with outdoor seating

Portland + Cape Elizabeth + Beaches + luxurious!

Peaceful & Cozy Falmouth Getaway

Welcome to our BoHo Treehouse!

Ski, Swim, Hike, Bike, Repeat!

Downtown Hideaway-Loft HotTub Modern Clean Private

Crescent Beach Gardens

The Yankee Dugout

The Aerie
Condo rentals with outdoor seating

Cozy condo by the beach!

Bartlett Condo; Great Views, Resort Access

Comfy condo with loft by the beach!

Cozy, clean, 2nd floor condo in Conway, NH!

Cozy Family Retreat with Saco River Access

Rustic Willard Beach condo ten mins from Old Port!

Secluded Victorian Condo Downtown, Walk Everywhere

Summit Vista | 3br Mountain Paradise | Epic Views
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 $152 NZD per night before taxes and fees

Verified guest reviews
Over 1,690 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, Wifi 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
- House rentals New Gloucester
- Rentals with a patio New Gloucester
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- Family-friendly rentals New Gloucester
- Rentals with lake access New Gloucester
- Rentals with a fire pit New Gloucester
- Pet-friendly rentals New Gloucester
- Waterfront rentals 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, Phippsburg
- Popham Beach State Park
- Pemaquid Beach
- Willard Beach
- Pemaquid Point Lighthouse
- East End Beach
- King Pine Ski Area
- Gooch's Beach
- Cranmore Mountain Resort
- Coastal Maine Botanical Gardens
- Diana's Baths
- Crescent Beach State Park
- Funtown Splashtown USA
- Wolfe's Neck Woods State Park
- Pleasant Mountain Ski Area
- Conway Scenic Railroad
- Palace Playland
- Hills Beach
- Maine Maritime Museum




