Book Holiday Homes in New Gloucester

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Featured Holiday Homes in New Gloucester

Summer Fun, Lake View, Firepit, Outdoor grilling, walk to the lake

Summer Fun, Lake View, Firepit, Outdoor grilling, walk to the lake

Naples
With a stay at this vacation home in Naples, you'll be on a lake, within a 10-minute drive of Sebago Lake and Brandy Pond.
Summer Fun, Lake View, Firepit, Outdoor grilling, walk to the lake
NEW! Coveside! Designer decor, waterfront, AC, 2 Bedroom in Harpswell.

NEW! Coveside! Designer decor, waterfront, AC, 2 Bedroom in Harpswell.

Harpswell
Located in Harpswell, this vacation home is by the ocean, a 1-minute drive from Casco Bay and 9 minutes from Paddleworks.
NEW! Coveside! Designer decor, waterfront, AC, 2 Bedroom in Harpswell.
Sunny Modern Oasis in Portland’s Trendy East End

Sunny Modern Oasis in Portland’s Trendy East End

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.
Sunny Modern Oasis in Portland’s Trendy East End
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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
Elegant and efficient Island home 4 miles from downtown Portland

Elegant and efficient Island home 4 miles from downtown Portland

Portland
With a stay at this vacation home in Portland, you'll be steps from Casco Bay and a 3-minute drive from Little Diamond Island.
Elegant and efficient Island home 4 miles from downtown Portland
Cozy and Quiet Home One Bedroom Private Bathroom in Portland Maine. NOT KITCHEN.

Cozy and Quiet Home One Bedroom Private Bathroom in Portland Maine. NOT KITCHEN.

2 out of 5
Portland
With a stay at this vacation home, you'll be centrally located in Portland, within a 15-minute drive of Thompson's Point and Maine Mall.
Cozy and Quiet Home One Bedroom Private Bathroom in Portland Maine. NOT KITCHEN.
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!
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 LL Bean Flagship ...
Cozy & Secluded Estate on 7 acres, Boasting Fresh Renovations!
Expansive Retreat - All-Season Contemporary Farmhouse  [Lakes & Mountains]

Expansive Retreat - All-Season Contemporary Farmhouse [Lakes & Mountains]

Harrison
Located in Harrison, this vacation home is in a rural location, a 4-minute drive from Long Lake and 7 minutes from Deertrees Theatre and Cultural Center.
Expansive Retreat - All-Season Contemporary Farmhouse [Lakes & Mountains]
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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
645 Holiday Homes
Lowest Price
AU$185
Highest Price
AU$260
Popular accommodation
Summer Fun, Lake View, Firepit, Outdoor grilling, walk to the lake, NEW! Coveside! Designer decor, waterfront, AC, 2 Bedroom in Harpswell., Sunny Modern Oasis in Portland’s Trendy East End, Serenity - Stunning Sebago Lake scenery, Elegant and efficient Island home 4 miles from downtown Portland, Cozy and Quiet Home One Bedroom Private Bathroom in Portland Maine. NOT KITCHEN., Charming 110-year former Inn 10' from the Ocean!, Cozy & Secluded Estate on 7 acres, Boasting Fresh Renovations!, Expansive Retreat - All-Season Contemporary Farmhouse [Lakes & Mountains]

Top trending hotels in New Gloucester

Days Inn by Wyndham Airport/Maine Mall

Days Inn by Wyndham Airport/Maine Mall

2 out of 5
461 Maine Mall Rd, South Portland, ME
Fully refundableReserve now, pay when you stay
The price is AU$185 per night from 24 Aug to 25 Aug
AU$185
24 Aug - 25 Aug
includes taxes & fees
When you stay at Days Inn by Wyndham Airport/Maine Mall in South Portland, you'll be in a shopping district, a 2-minute drive from Maine Mall and 8 minutes from ...
Days Inn by Wyndham Airport/Maine Mall
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$224 per night from 1 Sept to 2 Sept
AU$224
1 Sept - 2 Sept
includes taxes & fees
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
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 AU$260 per night from 11 Aug to 12 Aug
AU$260
11 Aug - 12 Aug
includes taxes & fees
With a stay at Clarion Hotel Portland in Portland, you'll be near the airport, within a 15-minute walk of Thompson's Point and Portland Exposition Building.
Clarion Hotel Portland
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Comfort Inn Airport

Comfort Inn Airport

2.5 out of 5
90 Maine Mall Rd, South Portland, ME
Fully refundableReserve now, pay when you stay
The price is AU$226 per night from 1 Sept to 2 Sept
AU$226
1 Sept - 2 Sept
includes taxes & fees
When you stay at Comfort Inn Airport in South Portland, you'll be in a shopping district, a 1-minute drive from Maine Mall and 6 minutes from Thompson's ...
Comfort Inn Airport
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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.