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
With a stay at this vacation home, you'll be centrally located in Cumberland Center, within a 15-minute drive of Thompson's Point and Casco Bay.
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
With a stay at this vacation home, you'll be centrally located in Portland, within a 10-minute drive of Thompson's Point and Maine Mall.
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
With a stay at this vacation home in Portland (Parkside), you'll be a 3-minute drive from Thompson's Point and 8 minutes from Maine Mall.
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
A stay at this vacation home places you in the heart of Bailey Island, steps from Casco Bay and Bailey Island Bridge.
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
With a stay at this vacation home in Raymond, you'll be steps from Sebago Lake and Jordan Bay.
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
The price is AU$1,129 per night from 24 Apr to 25 Apr
AU$1,129
includes taxes & fees
24 Apr - 25 Apr
With a stay at this vacation home in Freeport, you'll be by the sea, within a 10-minute drive of LL Bean Flagship Store and Casco Bay.
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
With a stay at this vacation home in Harpswell, you'll be within a 15-minute drive of Bowdoin College and Casco Bay.
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
The price is AU$669 per night from 5 Apr to 6 Apr
AU$669
includes taxes & fees
5 Apr - 6 Apr
With a stay at this vacation home, you'll be centrally located in Portland, a 5-minute drive from Thompson's Point and 9 minutes from Maine Mall.
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 AU$856 per night from 6 Apr to 7 Apr
AU$856
includes taxes & fees
6 Apr - 7 Apr
With a stay at this vacation home in Portland (Parkside), you'll be a 4-minute drive from Thompson's Point and 8 minutes from Maine Mall.
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
609 Holiday Homes
Lowest Price
AU$148
Highest Price
AU$1,129
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

La Quinta Inn & Suites by Wyndham Portland

La Quinta Inn & Suites by Wyndham Portland

2.5 out of 5
340 Park Ave, Portland, ME
Fully refundableReserve now, pay when you stay
The price is AU$148 per night from 7 Apr to 8 Apr
AU$148
includes taxes & fees
7 Apr - 8 Apr
Located in Portland, La Quinta Inn & Suites by Wyndham Portland is a 5-minute walk from Portland Exposition Building and 5 minutes by foot from Hadlock ...
La Quinta Inn & Suites by Wyndham Portland
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 AU$312 per night from 6 Apr to 7 Apr
AU$312
includes taxes & fees
6 Apr - 7 Apr
With a stay at Portland Harbor Hotel, you'll be centrally located in Portland, a 5-minute drive from Thompson's Point and 9 minutes from Maine Mall.
Portland Harbor Hotel
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 AU$265 per night from 10 Apr to 11 Apr
AU$265
includes taxes & fees
10 Apr - 11 Apr
Located in Portland (East Bayside), Cambria Hotel Portland Downtown-Old Port is within a 10-minute drive of Thompson's Point and Maine Mall.
Cambria Hotel Portland Downtown-Old Port
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Canopy by Hilton Portland Waterfront

Canopy by Hilton Portland Waterfront

4 out of 5
9 Center Street, Portland, ME
Fully refundableReserve now, pay when you stay
The price is AU$266 per night from 21 Apr to 22 Apr
AU$266
includes taxes & fees
21 Apr - 22 Apr
With a stay at Canopy by Hilton Portland Waterfront in Portland (Downtown Portland), you'll be a 5-minute drive from Thompson's Point and 9 minutes from Maine ...
Canopy by Hilton Portland Waterfront
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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.