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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for New Gloucester vacation homes

A modern kitchen with a bar area, wooden ceiling, and skylights.

1. The Barnhouse with hot tub

The Barnhouse with hot tub
New Gloucester
9.8 out of 10, Exceptional, (10 reviews)
"This was the perfect spot for my friends and I who were attending a wedding down the road! Great location, lovely property and very clear instructions from the hosts! "
United States
Jen V.
The price is AED 694
AED 1,305 total
includes taxes & fees
21 Oct - 22 Oct
The Barnhouse with hot tub
A compact kitchen with a dishwasher, microwave, and coffee maker on the countertop.

2. Quiet Spot in lovely Freeport neighborhood

Quiet Spot in lovely Freeport neighborhood
Freeport
The price is AED 392
AED 1,327 total
includes taxes & fees
18 Oct - 19 Oct
Quiet Spot in lovely Freeport neighborhood
A living room with a sofa, armchairs, a coffee table, and a patterned rug.

3. Newly Remodeled Cottage with AC- Sebago Lake Area

Newly Remodeled Cottage with AC- Sebago Lake Area
Raymond
The price is AED 1,088
AED 1,874 total
includes taxes & fees
29 Oct - 30 Oct
Newly Remodeled Cottage with AC- Sebago Lake Area
A cozy living room with a dark gray sofa, two pillows with text, a wooden coffee table, and a ceiling fan.

4. Cozy 2-bedroom house with shared beach access to Sebago Lake

Cozy 2-bedroom house with shared beach access to Sebago Lake
Raymond
The price is AED 826
AED 1,017 total
includes taxes & fees
18 Oct - 19 Oct
Cozy 2-bedroom house with shared beach access to Sebago Lake
A living room with a sofa, armchair, wooden coffee table, and a potted plant.

5. Fully Updated Airy Historic Home in South Freeport

Fully Updated Airy Historic Home in South Freeport
Freeport
10.0 out of 10, Exceptional, (1 review)
"Great property well kept and close to everything we wanted to do"
United States
boodu
The price is AED 525
AED 1,790 total
includes taxes & fees
19 Oct - 20 Oct
Fully Updated Airy Historic Home in South Freeport
A spacious living room with large windows, a sofa, a chair, and a small table.

6. 1 Mi to Maine Street! MCM-Style Home in Brunswick

1 Mi to Maine Street! MCM-Style Home in Brunswick
Brunswick
9.6 out of 10, Exceptional, (12 reviews)
"Quiet, clean, well appointed house close to Maine St Brunswick and convenient to both Portland and points north. "
United States
Kendra G.
The price is AED 404
AED 1,213 total
includes taxes & fees
20 Oct - 21 Oct
1 Mi to Maine Street! MCM-Style Home in Brunswick
Exterior

7. Cozy 2-bedroom Tiny Home with hot tub, A/C, boat ramp access to quiet lake

Cozy 2-bedroom Tiny Home with hot tub, A/C, boat ramp access to quiet lake
Casco
10.0 out of 10, Exceptional, (2 reviews)
"Clean and tidy"
United States
Edward R.
The price is AED 900
AED 1,109 total
includes taxes & fees
19 Oct - 20 Oct
Cozy 2-bedroom Tiny Home with hot tub, A/C, boat ramp access to quiet lake
A living room with a ceiling fan, two chairs, a sofa, a coffee table, and a patterned rug.

8. Beautifully remodeled first floor of a duplex home, surrounded by privacy fence

Beautifully remodeled first floor of a duplex home, surrounded by privacy fence
Sabattus
The price is AED 569
AED 1,053 total
includes taxes & fees
18 Oct - 19 Oct
Beautifully remodeled first floor of a duplex home, surrounded by privacy fence
A multi-story house with a dock and a children's play area.

9. Exceptional Private Lakefront Retreat | Hot Tub, Sauna, Private Dock and Floats

Exceptional Private Lakefront Retreat | Hot Tub, Sauna, Private Dock and Floats
Casco
9.8 out of 10, Exceptional, (17 reviews)
"We loved the houses and esp the hot tub!"
United States
loie H.
The price is AED 735
AED 2,728 total
includes taxes & fees
28 Oct - 29 Oct
Exceptional Private Lakefront Retreat | Hot Tub, Sauna, Private Dock and Floats
A campsite with two wooden cabins, a dirt path, and string lights.

10. Old Apple Orchard Yurt 2

Old Apple Orchard Yurt 2
Buckfield
The price is AED 408
AED 892 total
includes taxes & fees
23 Oct - 24 Oct
Old Apple Orchard Yurt 2
A modern living room with a brown leather sofa, a rustic coffee table, and a dining area with a white table and chairs.

11. Windham Lakefront: Fire Pit and Modern Comforts

Windham Lakefront: Fire Pit and Modern Comforts
Windham
9.6 out of 10, Exceptional, (4 reviews)
"It was perfect for our girls trip to Portland. Private, surrounded by woods, cozy and clean! We even saw wild turkeys and deer in the yard."
United States
Jonny D.
The price is AED 970
AED 3,206 total
includes taxes & fees
27 Oct - 28 Oct
Windham Lakefront: Fire Pit and Modern Comforts
A spacious living room with a sofa, ottoman, and coffee table, a dining area with chairs, and a kitchen with cabinets and appliances.

12. Luxe 5 Bed/ 3 Bath with Game Room & AC

Luxe 5 Bed/ 3 Bath with Game Room & AC
Yarmouth
10.0 out of 10, Exceptional, (4 reviews)
"What a great place to stay! The home is very clean and very quiet. Our host was very responsive to any questions we had. We would book this one over and over again."
United States
Michelle T.
The price is AED 2,074
AED 4,182 total
includes taxes & fees
20 Oct - 21 Oct
Luxe 5 Bed/ 3 Bath with Game Room & AC
A room with a view of a backyard, a wooden cabinet, a white countertop, and a wicker basket.

13. Pool, Dream Home Gym, TV+Desk in Each Room, 85" TV, Games, 2 BKB Hoops, Fire Pit

Pool, Dream Home Gym, TV+Desk in Each Room, 85" TV, Games, 2 BKB Hoops, Fire Pit
Lewiston
10.0 out of 10, Exceptional, (2 reviews)
"We stayed here for a family event and the house was perfect for what we needed for our stay. The house was spotless, comfortable and there was plenty of room for us and the rooms were creatively themed. There were plenty of TVs and the pool was a big plus. The basement was a pleasant surprise, with the basketball and air hockey games, along with an exercise bike and TV. The neighborhood was quiet and safe. Our host John was very accommodating and quick to reply to messages. We would gladly stay...
United States
Eric L.
The price is AED 1,062
AED 2,690 total
includes taxes & fees
18 Oct - 19 Oct
Pool, Dream Home Gym, TV+Desk in Each Room, 85" TV, Games, 2 BKB Hoops, Fire Pit
A wooden cabin with a sloped roof, surrounded by snow-covered trees and a clear sky.

14. Manor Suite,cozy newly renovated,downtown & beach

Manor Suite,cozy newly renovated,downtown & beach
Bridgton
9.0 out of 10, Wonderful, (4 reviews)
"The Manor Suite was cozy and charming. It was walking distance from restaurants and shops. I would have loved to stay longer to explore the area.I hope to stay there again if I return to Bridgton next summer."
United States
Jennifer
The price is AED 276
AED 562 total
includes taxes & fees
28 Oct - 29 Oct
Manor Suite,cozy newly renovated,downtown & beach
A bedroom with a bed, wooden ceiling, a window with blinds, a nightstand, and a framed picture on the wall.

15. An Authentic Clean & Cozy Maine Homestay

An Authentic Clean & Cozy Maine Homestay
Buckfield
9.8 out of 10, Exceptional, (69 reviews)
"Host was very accommodating and helpful! Was a great space to stay and felt homey! In a good area with plenty of amenities nearby."
United States
Autumn M.
The price is AED 456
AED 741 total
includes taxes & fees
19 Oct - 20 Oct
An Authentic Clean & Cozy Maine Homestay
A window with a view of a snowy landscape and bare trees.

16. Tranquility between the Lakes & Sea

Tranquility between the Lakes & Sea
Westbrook
The price is AED 423
AED 1,210 total
includes taxes & fees
18 Oct - 19 Oct
Tranquility between the Lakes & Sea
A cabin with a dock extending into a lake, surrounded by trees.

17. Long Lake 3BR: Beach Access + Dock

Long Lake 3BR: Beach Access + Dock
Naples
Long Lake 3BR: Beach Access + Dock
A covered porch with a view of a lake and trees.

18. Mere Point Sunrise Views at Eastern Shore!

Mere Point Sunrise Views at Eastern Shore!
Brunswick
9.8 out of 10, Exceptional, (10 reviews)
"Lovely location "
United States
Michelle S.
The price is AED 613
AED 1,547 total
includes taxes & fees
17 Nov - 18 Nov
Mere Point Sunrise Views at Eastern Shore!
A dining area with a long wooden table, six chairs, and a bench. There are large windows with curtains, a plant, and a view into another room.

19. New and Spacious Family Home Close to Sebago Lake

New and Spacious Family Home Close to Sebago Lake
Standish
New and Spacious Family Home Close to Sebago Lake
Living area

20. Cozy Library Tiny Home *Private Hot Tub* King Bed *Minutes to Lakes & Hiking

Cozy Library Tiny Home *Private Hot Tub* King Bed *Minutes to Lakes & Hiking
Bridgton
10.0 out of 10, Exceptional, (18 reviews)
"Very quaint and quiet, we enjoyed our staying very much would heavily recommend"
United States
Jacob B.
The price is AED 599
AED 1,357 total
includes taxes & fees
18 Oct - 19 Oct
Cozy Library Tiny Home *Private Hot Tub* King Bed *Minutes to Lakes & Hiking
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top New Gloucester Hotel Reviews

Hampton Inn Portland Downtown - Waterfront

Hampton Inn Portland Downtown - Waterfront

10/10 Excellent
"The rooms were spacious and clean. We couldn’t have found a better breakfast by eating out! Each morning the staff had an immaculate breakfast bar! The location was great for walking to the shops and eating out at night."
Shannon 4-night trip
Posted less than an hour ago
Hampton Inn Portland Downtown - Waterfront