Book Holiday Homes in New Gloucester

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Featured Holiday Homes in New Gloucester

Cozy & Secluded Estate on 7 acres, Boasting Fresh Renovations!

Cozy & Secluded Estate on 7 acres, Boasting Fresh Renovations!

Cumberland
Book a stay at this family-friendly vacation home in Cumberland Center. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attractions Capt Lyman Stuart, ...
Cozy & Secluded Estate on 7 acres, Boasting Fresh Renovations!
The Globe House on Munjoy Hill - Walk to Breweries

The Globe House on Munjoy Hill - Walk to Breweries

Portland
Book a stay at this family-friendly vacation home in Portland. Enjoy free WiFi, breakfast (surcharge), and a garden. Popular attractions Thompson's Point and ...
The Globe House on Munjoy Hill - Walk to Breweries
Rent a room in the gorgeous Holt House

Rent a room in the gorgeous Holt House

Portland
Stay at this vacation home in Portland. Enjoy an in-room coffeemaker and air conditioning. Popular attractions Thompson's Point and Maine Mall are located ...
Rent a room in the gorgeous Holt House
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Amazing Views, and Comfortable Spaces in this Well Appointed Sanctuary

Amazing Views, and Comfortable Spaces in this Well Appointed Sanctuary

Bailey Island
Book a stay at this family-friendly vacation home in Bailey Island. Enjoy free WiFi, a garden, and patios. Popular attractions Bailey Island Bridge and Cobwork ...
Amazing Views, and Comfortable Spaces in this Well Appointed Sanctuary
Private Lakefront Estate with 180 Degree Views

Private Lakefront Estate with 180 Degree Views

Raymond
Stay at this vacation home in Raymond. Enjoy an in-room coffeemaker, in-room fireplaces, and air conditioning. Popular attractions Sebago Lake and Raymond Cape ...
Private Lakefront Estate with 180 Degree Views
Spacious Country Home Freeport, Only 5 min to LL Bean!

Spacious Country Home Freeport, Only 5 min to LL Bean!

Freeport
Book a stay at this family-friendly vacation home in Freeport. Enjoy free WiFi, a garden, and patios. Popular attractions Desert of Maine and Wilbur's of Maine ...
Spacious Country Home Freeport, Only 5 min to LL Bean!
Beautiful House just a step from ocean

Beautiful House just a step from ocean

Harpswell
Stay at this vacation home in Harpswell. Enjoy a fitness center, in-room jetted tubs, and air conditioning. Popular attractions Thomas Point Beach and Brunswick ...
Beautiful House just a step from ocean
Elegant condo - walk to Portland's best restaurants & Old Port

Elegant condo - walk to Portland's best restaurants & Old Port

Portland
Stay at this vacation home in Portland. Enjoy cable/satellite TV service, an in-room coffeemaker, and air conditioning. Popular attractions Thompson's Point ...
Elegant condo - walk to Portland's best restaurants & Old Port
Prime City Living Townhouse by RedAwning

Prime City Living Townhouse by RedAwning

2 out of 5
75 Carleton St, Portland, ME
The price is NZ$1,083 per night from 12 May to 13 May
NZ$1,083
includes taxes & fees
12 May - 13 May
Stay at this vacation home in Portland. Enjoy patios, an in-room coffeemaker, and air conditioning. Popular attractions Thompson's Point and Maine Mall are located ...
Prime City Living Townhouse by RedAwning
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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.

New Gloucester Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our New Gloucester vacation homes are the perfect way for you to wing it.

Holiday houses in New Gloucester let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of New Gloucester in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local New Gloucester adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in New Gloucester with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of New Gloucester vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

New Gloucester Holiday Homes essential information

Accommodation
596 Holiday Homes
Lowest Price
NZ$172
Highest Price
NZ$1,083
Popular accommodation
Cozy & Secluded Estate on 7 acres, Boasting Fresh Renovations!, The Globe House on Munjoy Hill - Walk to Breweries, Rent a room in the gorgeous Holt House, Amazing Views, and Comfortable Spaces in this Well Appointed Sanctuary, Private Lakefront Estate with 180 Degree Views, Spacious Country Home Freeport, Only 5 min to LL Bean!, Beautiful House just a step from ocean, Elegant condo - walk to Portland's best restaurants & Old Port, Prime City Living Townhouse by RedAwning

Top trending hotels in New Gloucester

The Westin Portland Harborview

The Westin Portland Harborview

4 out of 5
157 High St, Portland, ME
Fully refundableReserve now, pay when you stay
The price is NZ$303 per night from 11 May to 12 May
NZ$303
includes taxes & fees
11 May - 12 May
Book a stay at this spa hotel in Portland. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the bar and the helpful staff in ...
The Westin Portland Harborview
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
468 Fore Street, Portland, ME
Fully refundableReserve now, pay when you stay
The price is NZ$377 per night from 4 May to 5 May
NZ$377
includes taxes & fees
4 May - 5 May
Stay at this 4-star business-friendly hotel in Portland. Enjoy free WiFi, 3 coffee shops/cafes, and breakfast (surcharge). Our guests praise the bar and the ...
Portland Harbor Hotel
Clarion Hotel Portland

Clarion Hotel Portland

2.5 out of 5
1230 Congress St, Portland, ME
Fully refundableReserve now, pay when you stay
The price is NZ$172 per night from 4 May to 5 May
NZ$172
includes taxes & fees
4 May - 5 May
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
Clarion Hotel Portland
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Cambria Hotel Portland Downtown-Old Port

Cambria Hotel Portland Downtown-Old Port

3 out of 5
25 HANCOCK STREET, Portland, ME
Fully refundableReserve now, pay when you stay
The price is NZ$322 per night from 30 Apr to 1 May
NZ$322
includes taxes & fees
30 Apr - 1 May
Stay at this 3-star business-friendly hotel in Portland. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the restaurant ...
Cambria Hotel Portland Downtown-Old Port
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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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^Subject to availability and chosen travel dates.