Two horses grazing in a grassy field with a white fence in the background.

Holiday Homes in New Gloucester

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Check prices for these dates

In two weeks
25 Sept - 27 Sept
In two months
6 Nov - 8 Nov
In three months
4 Dec - 6 Dec
In four months
1 Jan - 3 Jan

Our top choices for New Gloucester holiday 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, (9 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 AU$488
includes taxes & fees
22 Sept - 23 Sept
The Barnhouse with hot tub
A dining area with a table and chairs, large windows with a view of trees and water, and a candle on the table.

2. Lakefront-Swim-Kayak-FirePit-20min to Portland

Lakefront-Swim-Kayak-FirePit-20min to Portland
Gray
9.6 out of 10, Exceptional, (16 reviews)
"Loved the space and location. We had a beautiful time with friends!"
United States
Lydia T.
Lakefront-Swim-Kayak-FirePit-20min to Portland
A compact kitchen with a microwave, coffee maker, and a sink. There are cabinets, a dishwasher, and a dining table with chairs.

3. Quiet Spot in lovely Freeport desert pines neighborhood

Quiet Spot in lovely Freeport desert pines neighborhood
Freeport
The price is AU$553
includes taxes & fees
14 Sept - 15 Sept
Quiet Spot in lovely Freeport desert pines neighborhood
A living room with a sofa, armchair, wooden coffee table, and a potted plant.

4. Fully Updated Airy Historic Home in South Freeport

Fully Updated Airy Historic Home in South Freeport
Freeport
The price is AU$666
includes taxes & fees
8 Sept - 9 Sept
Fully Updated Airy Historic Home in South Freeport
A cozy living room with a dark gray sofa, two pillows with text, a wooden coffee table, and a ceiling fan.

5. 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 AU$387
includes taxes & fees
17 Sept - 18 Sept
Cozy 2-bedroom house with shared beach access to Sebago Lake
A beach with a dock, a boat, and signs indicating a private dock and no fishing from the dock.

6. Cozy Family Home w/ Beach Access

Cozy Family Home w/ Beach Access
Raymond
Cozy Family Home w/ Beach Access
A small wooden cabin with a sloped roof, large windows, and a chimney, surrounded by a forest.

7. The Copper Fox Treehouse

The Copper Fox Treehouse
Pownal
The price is AU$940
includes taxes & fees
10 Sept - 11 Sept
The Copper Fox Treehouse
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 AU$393
includes taxes & fees
8 Sept - 9 Sept
Beautifully remodeled first floor of a duplex home, surrounded by privacy fence
A kitchen with a built-in oven, a sink, and a window with a view of the outdoors.

9. Newly Remodeled Cottage with AC- Sebago Lake Area

Newly Remodeled Cottage with AC- Sebago Lake Area
Raymond
The price is AU$457
includes taxes & fees
13 Sept - 14 Sept
Newly Remodeled Cottage with AC- Sebago Lake Area
A multi-story house with a dock and a children's play area.

10. 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, (16 reviews)
"Our stay at this vacation home was wonderful! We had the best time relaxing and enjoying the fall weather. The property manager was responsive and helpful upon check in and check out. We will most definitely be staying there again!"
United States
Michie K.
The price is AU$1,090
includes taxes & fees
9 Sept - 10 Sept
Exceptional Private Lakefront Retreat | Hot Tub, Sauna, Private Dock and Floats
A modern kitchen with white cabinets, a dining area with a table and chairs, a sofa, and a coffee table with books.

11. Fully Updated Lake View Home on Thomas Pond

Fully Updated Lake View Home on Thomas Pond
Casco
The price is AU$697
includes taxes & fees
8 Sept - 9 Sept
Fully Updated Lake View Home on Thomas Pond
A wooden deck with a grill area, overlooking a lake with trees in the background.

12. Scenic 2-bedroom Tiny Home on the Lake with dock, boat ramp & screenhouse

Scenic 2-bedroom Tiny Home on the Lake with dock, boat ramp & screenhouse
Casco
10.0 out of 10, Exceptional, (1 review)
"An adorable little getaway on the cutest little lake. It is quiet and peaceful."
United States
E Tyler B.
The price is AU$383
includes taxes & fees
17 Sept - 18 Sept
Scenic 2-bedroom Tiny Home on the Lake with dock, boat ramp & screenhouse
A spacious living room with a sofa, ottoman, and coffee table, a dining area with chairs, and a kitchen with cabinets and appliances.

13. 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, (2 reviews)
"What a beautiful home! Everything about our stay was perfect. The home has everything you could possibly need and more. My family stayed for a long weekend and everyone was so happy with the accommodations. Hoping to go back!"
United States
Lisa L.
The price is AU$1,256
includes taxes & fees
8 Sept - 9 Sept
Luxe 5 Bed/ 3 Bath with Game Room & AC

14. 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 AU$417
includes taxes & fees
17 Sept - 18 Sept
Cozy 2-bedroom Tiny Home with hot tub, A/C, boat ramp access to quiet lake
A snow-covered landscape with a house and a tree.

15. Serenity between the lakes and seashore

Serenity between the lakes and seashore
Westbrook
9.8 out of 10, Exceptional, (30 reviews)
"This is my second stay at this property and we have a third stay booked in the fall. Everything was perfect from ease of checking in and communication with the host to fully stocked kitchen and cleanliness. Highly recommend "
United States
Joanne N.
Serenity between the lakes and seashore
A modern living room with a brown leather sofa, a rustic coffee table, and a dining area with a white table and chairs.

16. Windham Lakefront: Fire Pit and Modern Comforts

Windham Lakefront: Fire Pit and Modern Comforts
Windham
9.4 out of 10, Exceptional, (3 reviews)
"This is an exceptional property. It was quiet and comfortable, and we all slept well. The location was ideal for our plans and the host answered every question promptly.I highly recommend this rental, and I plan to return."
United States
Richard G.
The price is AU$1,005
includes taxes & fees
30 Sept - 1 Oct
Windham Lakefront: Fire Pit and Modern Comforts
A hallway with a large, rustic mirror leaning against the wall, a potted plant in the foreground, and a glimpse of a bed with a yellow blanket in the background.

17. Lush Coastal Downtown Home - Beaches & Shopping

Lush Coastal Downtown Home - Beaches & Shopping
Freeport
10.0 out of 10, Exceptional, (5 reviews)
"Our stay was very comfortable and easy to navigate. The host was very communicative. We had everything we needed and more. It was nice to be in walking distance from downtown Freeport. Although the price was higher than we wanted, our family of four (2 teens) enjoyed having a clean, comfortable and seamless stay."
United States
Alana K.
The price is AU$852
includes taxes & fees
8 Sept - 9 Sept
Lush Coastal Downtown Home - Beaches & Shopping
A bedroom with a bed, wooden ceiling, a window with blinds, a nightstand, and a framed picture on the wall.

18. An Authentic Clean & Cozy Maine Homestay

An Authentic Clean & Cozy Maine Homestay
Buckfield
9.8 out of 10, Exceptional, (68 reviews)
"This place is amazing! Quintessential Maine home experience!"
United States
Meagan D.
The price is AU$285
includes taxes & fees
8 Sept - 9 Sept
An Authentic Clean & Cozy Maine Homestay
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
The price is AU$1,175
includes taxes & fees
8 Sept - 9 Sept
New and Spacious Family Home Close to Sebago Lake
A lakeside property with a deck, picnic table, and barbecue grill.

20. Camp Forever cottage

Camp Forever cottage
Harpswell
9.6 out of 10, Exceptional, (65 reviews)
"Everything was great, fantastic location!"
United States
Dennis H.
The price is AU$506
includes taxes & fees
10 Sept - 11 Sept
Camp Forever cottage
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

Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel

Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel

10/10 Excellent
"Close to what we were interested in."
Debra 1-night trip
Posted 3 hours ago
Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel

Find out more about New Gloucester

New Gloucester Holiday Homes information

Number of reviews
8,733
Accommodation
643 Holiday Homes
Lowest Price
AU$122
Highest Price
AU$224

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