Book Holiday Homes in New Gloucester

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Featured Holiday Homes in New Gloucester

Charming 110-year former Inn 10' from the Ocean!

Charming 110-year former Inn 10' from the Ocean!

South Portland
With a stay at this vacation home in South Portland (Willard Beach), you'll be within a 15-minute drive of Thompson's Point and Maine Mall.
Charming 110-year former Inn 10' from the Ocean!
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, a 3-minute drive from State Theatre and 5 minutes from Thompson's Point.
The Globe House on Munjoy Hill - Walk to Breweries
Serenity - Stunning  Sebago Lake scenery

Serenity - Stunning Sebago Lake scenery

Casco
When you stay at this vacation home in Casco, you'll be on the waterfront, just steps from Sebago Lake and a 3-minute drive from Blacksmiths.
Serenity - Stunning Sebago Lake scenery
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Spacious & Sunny 4 Bedroom Close to Downtown, hot tub

Spacious & Sunny 4 Bedroom Close to Downtown, hot tub

Portland
With a stay at this vacation home, you'll be centrally located in Portland, within a 5-minute drive of State Theatre and Thompson's Point.
Spacious & Sunny 4 Bedroom Close to Downtown, hot tub
Spacious Sebago Lake waterfront house with game room, hot tub, and covered deck.

Spacious Sebago Lake waterfront house with game room, hot tub, and covered deck.

Naples
When you stay at this vacation home in Naples, you'll be on a lake, within a 10-minute walk of Sebago Lake and Sebago Cove.
Spacious Sebago Lake waterfront house with game room, hot tub, and covered deck.
Charming 4-bedroom house with Pool mins to Sebago Lake and More!

Charming 4-bedroom house with Pool mins to Sebago Lake and More!

Windham
With a stay at this vacation home in Windham, you'll be within a 5-minute walk of Sebago Lake and Jordan Bay.
Charming 4-bedroom house with Pool mins to Sebago Lake and More!
Spacious Trickey Moose Family Retreat - Woodstove, Firepit, Kayaks, Water Access

Spacious Trickey Moose Family Retreat - Woodstove, Firepit, Kayaks, Water Access

Naples
With a stay at this vacation home in Naples, you'll be near the beach, within a 5-minute drive of Sebago Lake and Brandy Pond.
Spacious Trickey Moose Family Retreat - Woodstove, Firepit, Kayaks, Water Access
Orchid Harbor, Bailey Island 3BR

Orchid Harbor, Bailey Island 3BR

Harpswell
When you a stay at this vacation home in Bailey Island, you'll be on the waterfront, just steps from Casco Bay and Cobwork Bridge.
Orchid Harbor, Bailey Island 3BR
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
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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
457 Holiday Homes
Lowest Price
AU$147
Highest Price
AU$292
Popular accommodation
Charming 110-year former Inn 10' from the Ocean!, The Globe House on Munjoy Hill - Walk to Breweries, Serenity - Stunning Sebago Lake scenery, Spacious & Sunny 4 Bedroom Close to Downtown, hot tub, Spacious Sebago Lake waterfront house with game room, hot tub, and covered deck., Charming 4-bedroom house with Pool mins to Sebago Lake and More!, Spacious Trickey Moose Family Retreat - Woodstove, Firepit, Kayaks, Water Access, Orchid Harbor, Bailey Island 3BR, Amazing Views, and Comfortable Spaces in this Well Appointed Sanctuary

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 AU$177 per night from 20 Mar to 21 Mar
AU$177
includes taxes & fees
20 Mar - 21 Mar
With a stay at The Westin Portland Harborview, you'll be centrally located in Portland, steps from State Theatre and Portland Museum of Art.
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 AU$292 per night from 18 Mar to 19 Mar
AU$292
includes taxes & fees
18 Mar - 19 Mar
With a stay at Portland Harbor Hotel, you'll be centrally located in Portland, within a 5-minute drive of State Theatre and Thompson's Point.
Portland Harbor Hotel
Ramada Plaza by Wyndham Portland

Ramada Plaza by Wyndham Portland

3 out of 5
155 Riverside St, Portland, ME
Fully refundableReserve now, pay when you stay
The price is AU$163 per night from 9 Mar to 10 Mar
AU$163
includes taxes & fees
9 Mar - 10 Mar
Located in Portland (Nasons Corner), Ramada Plaza by Wyndham Portland is within a 10-minute drive of Maine Mall and Thompson's Point.
Ramada Plaza by Wyndham Portland
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DoubleTree by Hilton Hotel Portland

DoubleTree by Hilton Hotel Portland

4 out of 5
363 Maine Mall Rd, South Portland, ME
Fully refundableReserve now, pay when you stay
The price is AU$147 per night from 6 Mar to 7 Mar
AU$147
includes taxes & fees
6 Mar - 7 Mar
When you stay at DoubleTree by Hilton Hotel Portland in South Portland, you'll be near the airport, a 1-minute drive from Maine Mall and 8 minutes from Thompson's ...
DoubleTree by Hilton Hotel Portland
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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.