New Gloucester Vacation Rentals

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Check prices for these dates

Tonight
Dec 13 - Dec 14
Tomorrow
Dec 14 - Dec 15
Next weekend
Dec 19 - Dec 21
In two weeks
Dec 26 - Dec 28

Our top choices for New Gloucester vacation rentals

Deluxe Suite, 1 King Bed | Living area | LCD TV, Netflix, streaming services, music library
The Weldon Hotel

Aparthotel in Downtown Portland

The Weldon Hotel
4.5 star property
9.8 out of 10, Exceptional, (89)
"Loved this place and would definitely stay here next time we go back."
United States
Eleni
The price is ￥31,621
￥57,839 total
includes taxes & fees
Dec 21 - Dec 22
The Weldon Hotel
Exterior
Sebago Lake Cottage on Raymond Cape

Cabin in Raymond

Sebago Lake Cottage on Raymond Cape
10.0 out of 10, Exceptional, (48)
"We loved this cabin! A stone throw from the lake. Private and quiet. "
United States
Kathy K.
Sebago Lake Cottage on Raymond Cape
On the beach
New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach

Vacation Home in Bailey Island

New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach
10.0 out of 10, Exceptional, (234)
"Tremendous stay, great property and host."
United States
Curtis G.
New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach
Interior
Charming Studio apartment with WiFi, AC in welcoming Portland

Apartment in Munjoy Hill

Charming Studio apartment with WiFi, AC in welcoming Portland
9.6 out of 10, Exceptional, (11)
"A great location and a comfortable place to stay!"
United States
Andrew K.
The price is ￥17,529
￥33,373 total
includes taxes & fees
Dec 15 - Dec 16
Charming Studio apartment with WiFi, AC in welcoming Portland
Exterior
Lakefront Log Home 12 feet Away from Lake

Cabin in Bridgton

Lakefront Log Home 12 feet Away from Lake
10.0 out of 10, Exceptional, (64)
"great commication and amazing cabin "
United States
Matthew A.
The price is ￥58,896
￥86,784 total
includes taxes & fees
Dec 15 - Dec 16
Lakefront Log Home 12 feet Away from Lake
Outdoor dining
New Well Built Elegant Home on the Water 2 miles to Freeport, 9 to Portland!

Vacation Home in South Freeeport

New Well Built Elegant Home on the Water 2 miles to Freeport, 9 to Portland!
9.8 out of 10, Exceptional, (197)
"My family had a wonderful time! The house was perfect for us. It was comfy and so well equipped.The location was absolutely perfect. The neighborhood was quiet and friendly. "
United States
Maryann A.
New Well Built Elegant Home on the Water 2 miles to Freeport, 9 to Portland!
Fridge, microwave, oven, stovetop
Private Entrance Residential Portland

Apartment in Deering Center

Private Entrance Residential Portland
9.2 out of 10, Wonderful, (5)
"Check in was simple. Quaint place. "
United States
Danielle C.
Private Entrance Residential Portland
1 bedroom, bed sheets
Studio Unit Walkable Everywhere

Apartment in West Bayside

Studio Unit Walkable Everywhere
5.8 out of 10, (7)
"We didn't stay there at all. Canceled reservation "
United States
Dianne
The price is ￥10,634
￥21,821 total
includes taxes & fees
Dec 15 - Dec 16
Studio Unit Walkable Everywhere
Interior
Spacious 4-bedroom house located in the heart of Portland, ME.

Vacation Home in Munjoy Hill

Spacious 4-bedroom house located in the heart of Portland, ME.
9.8 out of 10, Exceptional, (6)
"Great place great location. "
United States
Chris f.
The price is ￥70,816
￥131,876 total
includes taxes & fees
Dec 15 - Dec 16
Spacious 4-bedroom house located in the heart of Portland, ME.
Fridge, microwave, oven, stovetop
1 room luxury ocean front studio cottage

Apartment in Harpswell

1 room luxury ocean front studio cottage
9.6 out of 10, Exceptional, (171)
"Very clean beautiful view we definitely enjoyed ourselves "
United States
Ilona F.
1 room luxury ocean front studio cottage
Property grounds
THE LILLIPAD.Off-grid A frame. Sebago lake region!

Cabin in Standish

THE LILLIPAD.Off-grid A frame. Sebago lake region!
9.8 out of 10, Exceptional, (7)
"Great view of the pond and nice accommodations for a single guest."
United States
Brian M.
THE LILLIPAD.Off-grid A frame. Sebago lake region!
Fridge, oven, stovetop, coffee/tea maker
Updated Long Island Maine Cottage

Cottage in Long Island

Updated Long Island Maine Cottage
10.0 out of 10, Exceptional, (7)
"Great island house! Loved how stocked the kitchen was, we had comfortable beds and even beach chairs and cooler. We would definitely stay here again. "
United States
Serra C.
Updated Long Island Maine Cottage
Terrace/patio
Back yard paradise

Vacation Home in Portland

Back yard paradise
9.8 out of 10, Exceptional, (22)
"Excellent home overall! Great equipment, great kitchen, great pool, nice patio! Easy access to the home and driveway! Probably the best house I’ve stayed in ! "
United States
Justin J.
Back yard paradise
Property grounds
Waterfront, dog-friendly home on 12+ acres with dock, hot tub & sunset views

Vacation Home in Poland

Waterfront, dog-friendly home on 12+ acres with dock, hot tub & sunset views
9.8 out of 10, Exceptional, (15)
"Great location on Thompson lake! Nice dock and swim platform plus sandy beach area. "
United States
Julie W.
Waterfront, dog-friendly home on 12+ acres with dock, hot tub & sunset views
Exterior
Beautiful Oceanfront House- Stunning Water Views

Vacation Home in Harpswell

Beautiful Oceanfront House- Stunning Water Views
9.4 out of 10, Exceptional, (23)
"We loved our stay! Gorgeous view, lots of thoughtful little amenities. The home was extremely clean and the host was just lovely. "
United States
Catherine O.
Beautiful Oceanfront House- Stunning Water Views
Interior
City Amenities, Casco Bay Sunrises and Natural Beauty

Condo in East Deering

City Amenities, Casco Bay Sunrises and Natural Beauty
9.8 out of 10, Exceptional, (122)
"The house was clean and homey…everything was well stocked and supplies were even there for our pet…great access to the highway…the views were beautiful…would definitely recommend! "
United States
Michelle M.
The price is ￥16,827
￥40,250 total
includes taxes & fees
Dec 15 - Dec 16
City Amenities, Casco Bay Sunrises and Natural Beauty
Property grounds
Charming 2-bedroom house with AC, WiFi in lovely Falmouth

Vacation Home in Falmouth

Charming 2-bedroom house with AC, WiFi in lovely Falmouth
8.8 out of 10, Excellent, (6)
"We had a wonderful stay. Nice comfortable camp. We enjoyed swimming in the lake. "
United States
Darcie B.
Charming 2-bedroom house with AC, WiFi in lovely Falmouth
Fridge, microwave, oven, stovetop
Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port

Vacation Home in East Deering

Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port
10.0 out of 10, Exceptional, (66)
"Nice stay. Good amenities. "
United States
Laura H.
The price is ￥108,677
￥167,371 total
includes taxes & fees
Dec 15 - Dec 16
Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port
Property grounds
Private Lakefront Estate with 180 Degree Views

Vacation Home in Raymond

Private Lakefront Estate with 180 Degree Views
10.0 out of 10, Exceptional, (7)
"This was a fabulous property in perfect location. The house and grounds were amazing. It was a sensational week."
United States
Brian C.
Private Lakefront Estate with 180 Degree Views
Outdoor dining
Knock on Wood | Airy Charm in Heart of Downtown

Apartment in Parkside

Knock on Wood | Airy Charm in Heart of Downtown
8.8 out of 10, Excellent, (25)
"peaceful apartment. located near great restaurants. walk to town. "
United States
NATHAN F.
The price is ￥19,352
￥48,437 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Knock on Wood | Airy Charm in Heart of Downtown
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

Holiday Inn Portland-By the Bay by IHG

Holiday Inn Portland-By the Bay by IHG

10/10 Excellent
"Every thing was perfect, service, accomodations, and friendly staff!!!"
Michael 1-night trip
Posted 1 day ago
Holiday Inn Portland-By the Bay by IHG

Find out more about New Gloucester

Search for holiday rentals in New Gloucester on Expedia! You can easily find your home rentals, villas, holiday apartments in New Gloucester using one of the methods below:

  • View our selection of featured holiday rentals in New Gloucester
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  • Enter your travel dates to view the best deals on holiday rentals in New Gloucester while they last

Look no further and take a look at our great range of rental properties in New Gloucester!

Frequently asked questions

Can I find a vacation rental in New Gloucester?

Yes, there are vacation rentals close to popular points of interest in New Gloucester, or you can choose a more remote option if you're looking for relaxation. New Gloucester is known for its lake views.

What are some of the best vacation home rentals that New Gloucester has to offer?

Beautiful Oceanfront House- Stunning Water Views: This vacation home rental outside of New Gloucester offers a patio, a garden, and air-conditioning to help you feel perfectly comfortable in your new surroundings.

How many vacation rentals will I find in New Gloucester?

With 8 Expedia vacation rentals, you're sure to find just the right place for your New Gloucester stay.

What’s there to see and do in New Gloucester?

While exploring the area, visit family-friendly sights like Seacoast Adventure, or get outside and enjoy nature at Sabbathday Lake. In the larger area, you’ll find Maine Wildlife Park and Raymond Pond.

What’s a vacation rental in New Gloucester like?

Vacation rentals are private properties where you can stay for a few weeks or just a few days in New Gloucester. Vacation rentals offer amenities like WiFi and washers and dryers so you'll feel right at home. If you're concerned about cleanliness, a vacation rental can offer a sense of security away from shared hotel elevators and bustling concierge desks while still allowing you to travel. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular choice for families.