
Holiday rentals with outdoor seating in New Gloucester
Find and book unique Holiday Houses with Outdoor Seating on Airbnb
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 $126 AUD 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!
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.

Moss House: A Modern Waterfront Cabin in the Woods
Featured in VOGUE and Maine Home + Design, this modern, handcrafted cabin offers calm Atlantic views, 150 feet of shoreline, and a private dock, perfect for morning coffee, launching a kayak, or watching seals, seabirds, and passing boats. Set among tall pines, it blends Nordic and Japanese influences in a space that is calm and composed. Interiors of wood, stone, lime plaster, and concrete form a grounded, quietly expressive, and sustainably built retreat. 1hr from Portland, but a world apart.

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.

Sauna+Near Beach+Pond+Outdoor Shower+Fire Pit
Relax at your own private forest retreat! * Private Cedar Glass Sauna * Minutes Reid State Park Beach & 5 Island🦞 * Private Outdoor Shower * Private Fire Pit w/S'mores * 100% Cotton sheets/towels * Rain Shower & Heated Bathroom Floor * AC/Heat * SmartTV & Record Player w/Vinyl * Fast Broadband Wifi *Pine Cabin is one of two cabins on 8 acres right down the road from one of the best beaches in Maine! The cabins are 150ft. apart and separated by a privacy screen and natural landscaping.

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.

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.

Cheerful spacious updated 1825 Maine Farmhouse!
Bring the whole family to this great place with lots of room for fun. Classic New England farmhouse in a quiet setting, yet minutes away from everything! Many updates ensure comfort while maintaining its original charm. House sits on 3 acres, located 5 minutes away from turnpike I-95. It’s just 30 minutes to Portland, Augusta, and Freeport! Close to Bates College, Lost Valley for skiing, a multitude of trails for hiking, swimming, breweries, restaurants & many activities for all ages!

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!

Mirror Pond Cottage
A sweet space on a pond, this cottage is perfect for those looking for a quiet getaway. We offer swimming, kayaks and a canoe, life jackets along with a raft to float on. Endless fun in the water, with no motors to be heard. This is a quiet spot and we would hate to be responsible for ruining that. We are family friendly and kids are welcome, but please leave the party at the casino (5 minutes away)! The waterfront is sandy and shallow, perfect for young ones to splash around in.

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!

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

Beautiful lake-side home close to Portland Maine

Elevated 4-Season home - Mtn Views +A/C + Firepit

Kayak to the Causeway-50s cottage with modern vibe

Spectacular River Retreat with Hiking Trails

Beautiful Coastal Maine Getaway

Gurnet Summer Home "Beau Sejour"

Sunset Cove I

Beautiful lakehouse, 2.5 hours from Boston, 40 minutes from Portland
Apartment rentals with outdoor seating

Chic 1-Bedroom at the Heart of Boothbay Harbor

Cozy hot tub haven

Downtown Hideaway-Loft HotTub Modern Clean Private

Crescent Beach Gardens

Elegantly Done Apartment in a Sun-Drenched Corner Lot House

Adorable getaway on the Eastern Promenade

The Yankee Dugout

Falmouth Waterfront Carriage House Apt
Condo rentals with outdoor seating

Charming, newly remodeled space atop Munjoy Hill.

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!

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

Cozy Family Retreat with Saco River Access

Rustic Willard Beach condo ten mins from Old Port!
Destinations to explore
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- Waterfront rentals New Gloucester
- Rentals with a fireplace New Gloucester
- Rentals with lake access New Gloucester
- Rentals with a washing machine and dryer New Gloucester
- House rentals New Gloucester
- Family-friendly rentals New Gloucester
- Rentals with a patio New Gloucester
- Rentals with a fire pit New Gloucester
- Pet-friendly 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
- Popham Beach, Phippsburg
- Scarborough Beach
- Willard Beach
- Popham Beach State Park
- Pemaquid Beach
- East End Beach
- Attitash Mountain Resort
- Pemaquid Point Lighthouse
- Gooch's Beach
- King Pine Ski Area
- Cranmore Mountain Resort
- Conway Scenic Railroad
- Coastal Maine Botanical Gardens
- Crescent Beach State Park
- Wolfe's Neck Woods State Park
- Funtown Splashtown USA
- Diana's Baths
- Pleasant Mountain Ski Area
- Hills Beach
- Palace Playland





