Vacation rentals in New Gloucester

Lake front home on Little Sebago

Relax with up to 8 guests at this peaceful water front cottage. Located on the water, just steps away from Little Sebago’s Upper bay/middle lake area. Enjoy the loons. Sit by the camp fire and roast marshmallows. Take the kayaks out for a paddle or just relax. by the dock. This lake front property offers outdoor space for everyone. ADA compliant ramp in garage and larger doors 1st flr 10 mins from Windham 15 mins from 95 exit in gray 20 mins from Naples (long lake) 40 mins from Portland

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 Modern Lakehouse

This modern lakehouse is situated on Hogan Pond in Oxford Maine. Here you can stay with all the comforts of a beautiful lakehouse built in 2020 while being feet from the water. This is a great place to vacation whether you prefer the private sandy beach, the A/C inside complete with Smart TV cable and Wifi, or the hottub! Sip a drink at the bar while watching the game or use the grill on the deck but be sure to use the built in sound system to play your music throughout the house and deck.

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!

The Loons' Nest: Lakefront oasis w/ hottub

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.

On the water Boathouse!

In the water! Two story boathouse. Originally built in 1939 and parked boats in until 1972. Converted to living space in the early eighties. The upstairs consist of a bedroom walk in closet and a balcony. The downstairs is a living room, kitchen and bathroom. Walk out the door to the patio , dock , and beach! You won't find anything closer to the water! The balcony is the perfect place to watch the sunset, thunderstorms, or sip your morning coffee. Watch the fish out the window!

The Copper Fox Treehouse

Named the 10th most spectacular tree house in the world by the BBC Featured in the book: Modern Tree Houses by Taschen Airbnb's Most wishlisted property in Maine in 2025! Come experience the whimsy and craftsmanship of this red fox head shaped treehouse for yourself. The magic of this wild adventure awaits you in the treetops... Come to relax, explore and make lasting memories your family and friends will talk about for years. Follow our journey on IG at @thecopperfoxtreehouse

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.

Lakefront Home in Poland Spring

This classic Maine cottage is the perfect lakefront getaway for families or small groups of friends. Enjoy the gorgeous lake from the large living room windows, the outdoor picnic area, by taking a dip off the dock, or by going for a canoe ride on the lake. 35 mins from Portland, 20 mins from Lewiston, up the road from Poland Spring Resort and Golf Course. Oxford is 15 minutes North and has even more shops, bars, and restaurants.

The Old Bell Tavern - Luxurious Historical Home

Steeped in history and warmth, The Old Bell Tavern (built in 1773) once welcomed travelers along Maine’s old stage route. Now beautifully restored, it blends heritage charm with modern comfort. Celebrate or gather in the Chef’s kitchen, complete with a floor-to-ceiling wine fridge—one of a kind in Maine—and savor the perfect blend of history, hospitality, and quiet luxury.