New Gloucester Holiday Rentals

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Holiday Rentals in New Gloucester

Sensational House on Sebago Lake, Raymond, ME

9.8 out of 10, Exceptional, (43)
"Great property located on an amazing lake sebago great amenities."
Sensational House on Sebago Lake, Raymond, ME

Artsy Apt/Private Rooftop Deck!/Old Port Arts Dist

10.0 out of 10, Exceptional, (35)
"Beautiful place , had everything you need . Very comfortable bed . Great shower & Kitchen . Also a great location! "
Artsy Apt/Private Rooftop Deck!/Old Port Arts Dist

Whether With Family or Friends Shop, Sight See & Dine at Great Restaurants

9.8 out of 10, Exceptional, (99)
"Property was as described, communication was easy and fast, property was clean, spacious, and felt homey. We will be back! "
The price is AU$821
includes taxes & fees
4 Dec - 5 Dec
Whether With Family or Friends Shop, Sight See & Dine at Great Restaurants

Cozy, Elegant and Bright 2 bed in the East End

9.6 out of 10, Exceptional, (35)
"Fabulous location for us as it’s just 1/2 block from our son’s apartment. So close to Casco Bay and the Portland Port area. Walkable to restaurants and shopping. Nice sunny apartment! "
The price is AU$569
includes taxes & fees
2 Dec - 3 Dec
Cozy, Elegant and Bright 2 bed in the East End

Spacious & Sunny 4 Bedroom Close to Downtown, hot tub

9.2 out of 10, Wonderful, (30)
"We had a great time. Nate made check in/check out very easy and the location is great. Would recommend staying here!"
Spacious & Sunny 4 Bedroom Close to Downtown, hot tub

Lovely home on Crystal Lake with private dock, lake views, deck, & grill

9.2 out of 10, Wonderful, (28)
"Location and access was perfect. The view is exactly what is shown on line. The space is updated, and modern. Very clean and stocked. Would be a great location for big families."
Lovely home on Crystal Lake with private dock, lake views, deck, & grill

Lakefront home with lovely lake views - one mile from the casino

9.8 out of 10, Exceptional, (41)
"This was the perfect location to get away for the weekend and celebrate my wife and I’s 10 year anniversary. The property was clean, private, and had great views being on the pond. The hot tub was an added bonus. I would definitely recommend this home and stay here again! "
Lakefront home with lovely lake views - one mile from the casino

PRIVATE OCEANFRONT COMPOUND with spectacular ocean views from nearly every room

10.0 out of 10, Exceptional, (99)
"This property is stunning, and the view is spectacular. If this were my house, I’d never leave! We had a fabulous time. "
PRIVATE OCEANFRONT COMPOUND with spectacular ocean views from nearly every room

Spacious and Contemporary Condo in the Heart of Portland - Close to Beach

9.0 out of 10, Wonderful, (27)
"Cute place - makes very good use of the space. It was comfortable and very conveniently located to everything we wanted to do. We have a few suggestions but overall very happy, had a wonderful time, and the ultimate compliment - we look forward to staying there again. "
The price is AU$595
includes taxes & fees
1 Dec - 2 Dec
Spacious and Contemporary Condo in the Heart of Portland - Close to Beach

Dog-Friendly Lakefront Cottage w/Lake Access, Deck, Gas Grill, A/C

8.0 out of 10, Very good, (14)
"We loved the cottage, moved in very late day so didn’t notice the floors till sunny next morning…..the floors had never been vacuumed. Other than that, we really liked the cottage."
Dog-Friendly Lakefront Cottage w/Lake Access, Deck, Gas Grill, A/C

Romantic getaway for two Thanksgiving at Trickey pond early check in

10.0 out of 10, Exceptional, (291)
"A lovely conferable place"
Romantic getaway for two Thanksgiving at Trickey pond early check in

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

9.4 out of 10, Exceptional, (56)
"We really enjoyed this home and the location. The upgrades were beautiful and the restaurants nearby were amazing. When we checked out and took out our trash the outside bin had a lock on it so our only issue was not being able to access that but that wasn’t anyone’s fault. "
The price is AU$649
includes taxes & fees
1 Dec - 2 Dec
Elegant condo - walk to Portland's best restaurants & Old Port

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

9.8 out of 10, Exceptional, (111)
"We were two couples (in our 60’s) in Portland for a couple days visiting. John’s place was wonderful! We had plenty of space for the four of us with room to spare. Very comfortable and relaxing. We absolutely LOVED the front porch/deck. Very spacious and an amazing view of the beach and ocean! Bathroom and kitchen were not “updated” but it’s a 110 year old home so we really didn’t mind - everything worked and that’s what’s important. The apartment is upstairs and John lives downstairs. ...
Charming 110-year former Inn 10' from the Ocean!

Glorious getaway on Portland's Eastern Promenade.

10.0 out of 10, Exceptional, (139)
"Excellent location and very clean apartment"
The price is AU$476
includes taxes & fees
16 Dec - 17 Dec
Glorious getaway on Portland's Eastern Promenade.

Charming lakefront cottage with a dock, WiFi, & washer/dryer - dogs welcome

8.6 out of 10, Excellent, (35)
"We would absolutely book this house again. Super peaceful location. Loons in the morning were a stellar start to each day. "
Charming lakefront cottage with a dock, WiFi, & washer/dryer - dogs welcome

Newly renovated waterfront dog-friendly cottage with dock, patio, & washer/dryer

8.8 out of 10, Excellent, (13)
"Nice views of tidal river "
Newly renovated waterfront dog-friendly cottage with dock, patio, & washer/dryer

Serenity between the lakes and seashore

9.8 out of 10, Exceptional, (15)
"Good location near lots of hiking and not far from Portland "
The price is AU$442
includes taxes & fees
13 Dec - 14 Dec
Serenity between the lakes and seashore

Lakefront House

10.0 out of 10, Exceptional, (21)
" Thank you so much for sharing your lovely home with us. We had the perfect bachelorette weekend getaway! We would all definitely stay again! "
The price is AU$1,258
includes taxes & fees
2 Dec - 3 Dec
Lakefront House

Rent a room in the gorgeous Holt House

8.2 out of 10, Very good, (22)
"We loved staying at the Holt House. It's a truly beautiful building. It's like staying in a hotel from another era. The room was beautifully decorated with victorian decor and we loved it. It was also handy to have access to a full kitchen on the first floor where we washed some of our dishes. Overall, it was a cozy and quiet place to stay."
Rent a room in the gorgeous Holt House

Laurel Shore Cottage with Seasonal Private Tidal Dock, Pet friendly.

9.6 out of 10, Exceptional, (38)
"What a wonderful stay. The views were absolutely amazing. Kitchen well equipped. We bought live lobsters just $10 a lb from Hannafords (try also the French baguette) just 12 min drive and cooked them, clams and corn all in the steamer provided. Lounge seating very comfortable. Cooks corner area has everything incl Walmart superstore. David was a wonderful host. Could not speak too highly of him. He came out late at night when I could not work something out."
Laurel Shore Cottage with Seasonal Private Tidal Dock, Pet friendly.
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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Other types of properties in New Gloucester you may be interested in

La Quinta Inn & Suites by Wyndham Portland

2.5 star property
9.0 out of 10, Wonderful, (2166)
"We went up to Portland to see the Maine Celtics and this place was reasonable and convenient. The room was very nice, the accessible bathroom very large. Could have used a bit more vacuuming (some wrappers, somebody nail clipping - ew)"
The price is AU$136
includes taxes & fees
10 Dec - 11 Dec
La Quinta Inn & Suites by Wyndham Portland

Casco Bay Hotel, Ascend Hotel Collection

3.5 star property
8.4 out of 10, Very good, (2375)
"nice hotel !"
The price is AU$119
includes taxes & fees
16 Dec - 17 Dec
Casco Bay Hotel, Ascend Hotel Collection

Portland Harbor Hotel

4.0 star property
9.0 out of 10, Wonderful, (1524)
"Will absolutely be staying again"
The price is AU$272
includes taxes & fees
1 Dec - 2 Dec
Portland Harbor Hotel
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.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

Frequently asked questions

Can I find a holiday rental in New Gloucester?

Yes, there are holiday rentals close to the most popular sights in New Gloucester, or you can select a more secluded option if you're looking for a relaxing stay. New Gloucester is known for its lake views.

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

Spacious & Sunny 4 Bedroom Close to Downtown, hot tub: This holiday home rental outside of New Gloucester is located in the city centre, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a selection of games and 1 hot tub.

How many holiday rentals will I find in New Gloucester?

With 5 Expedia holiday rentals, you're guaranteed 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 wider area, you’ll find Poland Spring Preservation Society and Little Sebago Lake.

What’s a holiday rental in New Gloucester like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in New Gloucester. Holiday rentals provide amenities like WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about a clean environment, a holiday rental can provide a sense of safety away from shared hotel lifts and busy reception areas while still allowing you to travel. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental a great option for families.