Holiday Homes in New Gloucester

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Check prices for these dates

Next weekend
7 Mar - 9 Mar
In two weeks
14 Mar - 16 Mar
In one month
28 Mar - 30 Mar
In two months
25 Apr - 27 Apr

Featured Holiday Homes in New Gloucester

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

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

9.8 out of 10, Exceptional, (116)
"Stunning location. Dog friendly beach. Lighthouse in walking distance. "
Charming 110-year former Inn 10' from the Ocean!
The Globe House on Munjoy Hill - Walk to Breweries
Fridge, microwave, oven, stovetop

The Globe House on Munjoy Hill - Walk to Breweries

10.0 out of 10, Exceptional, (74)
"The Globe House was a wonderful Plato spend a couple of days while exploring Portland. The house itself was immaculate and well appointed, with extra touches that put it a step above: the fresh scent from a diffuser welcomed us, a complimentary bottle of wine awaited us in the refrigerator, and luxe amenities like L’Occitane moisturizer were provided. Great location with easily walkable and excellent restaurants. Our hosts left a fabulous “guide to Portland” for us, with many of their favorite...
The Globe House on Munjoy Hill - Walk to Breweries
Serenity - Stunning Sebago Lake scenery
View from property

Serenity - Stunning Sebago Lake scenery

10.0 out of 10, Exceptional, (36)
"Beautiful property, great view of the lake, and outstanding communication with the owner. Family had a great time sitting by the fire playing cards and board games. Big snow storm made it great for sledding and tubing. I would definitely reccomend to other families looking to have a relaxing vacation. Thank you so much,The Factor Family"
Serenity - Stunning Sebago Lake scenery
Spacious & Sunny 4 Bedroom Close to Downtown, hot tub
Fridge, microwave, oven, stovetop

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

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

10.0 out of 10, Exceptional, (82)
"Family reunion "
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!
Fridge, microwave, oven, stovetop

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

Charming 4-bedroom house with Pool mins to Sebago Lake and More!
Spacious Trickey Moose Family Retreat - Woodstove, Firepit, Kayaks, Water Access
Miscellaneous

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

10.0 out of 10, Exceptional, (21)
"We stayed here for a weekend of ice fishing, the house is as described and Peter made the process very simple. Highly recommend! "
Spacious Trickey Moose Family Retreat - Woodstove, Firepit, Kayaks, Water Access
Orchid Harbor, Bailey Island 3BR
Miscellaneous

Orchid Harbor, Bailey Island 3BR

"We enjoyed our weekend tremendously, especially being right on the beach, with miles of private access to the rocky shores to search for treasures and sea glass! Thank you so much!"
Orchid Harbor, Bailey Island 3BR
Amazing Views, and Comfortable Spaces in this Well Appointed Sanctuary
Exterior

Amazing Views, and Comfortable Spaces in this Well Appointed Sanctuary

9.8 out of 10, Exceptional, (68)
"Great house very comfortable and well appointed. Very roomy for our entire family. Nice to have en suite bathrooms with all the bedrooms. The host was very good with communication. Located on a busy road and the driveway is on a curve which made it a little challenging entering and exiting the property. "
Amazing Views, and Comfortable Spaces in this Well Appointed Sanctuary
Beautiful, Spacious Home, minutes to the Old Port!
Property grounds

Beautiful, Spacious Home, minutes to the Old Port!

10.0 out of 10, Exceptional, (1)
"We stayed for night with couples and friends. We had an amazing time and the place was so clean and exactly as described. "
The price is AU$599
includes taxes & fees
9 Mar - 10 Mar
Beautiful, Spacious Home, minutes to the Old Port!
Charming ocean-view cottage just 10 minutes from downtown Freeport shops
Interior

Charming ocean-view cottage just 10 minutes from downtown Freeport shops

2.0 star property
10.0 out of 10, Exceptional, (2)
"We had a fantastic stay with our family (including our 3yo). The home was exactly as described/photos show, and the view is simply amazing. Everything worked as expected, and the kids toys were an added bonus. Great communication with the host, would happily stay here again!"
Charming ocean-view cottage just 10 minutes from downtown Freeport shops
5 Bedroom Lake House + HGuest House with Hot Tub!
Exterior

5 Bedroom Lake House + HGuest House with Hot Tub!

9.6 out of 10, Exceptional, (5)
"Great family and friends ice fishing getaway. Will definitely try and get there again for an ice fishing or summer vacation. Perfect size house and the hot tub a bonus. "
5 Bedroom Lake House + HGuest House with Hot Tub!
Modern, Luxury Lakefront Home on Crescent Lake, Maine

Modern, Luxury Lakefront Home on Crescent Lake, Maine

10.0 out of 10, Exceptional, (104)
"Comfortable and well equipped house. We loved the sauna and the beautiful view down by the lake."
Modern, Luxury Lakefront Home on Crescent Lake, Maine
Breathtaking 35 Acre Private Oceanfront Compound with countless amenities!
Dining

Breathtaking 35 Acre Private Oceanfront Compound with countless amenities!

10.0 out of 10, Exceptional, (2)
"House was perfect for our family vacation and you could not ask for better hosts. We look forward to returning soon."
Breathtaking 35 Acre Private Oceanfront Compound with countless amenities!
Lakefront Cottage with Private Beach
Sun-loungers, beach towels

Lakefront Cottage with Private Beach

9.8 out of 10, Exceptional, (28)
"The house is exactly what the listing describes. Best place I’ve stayed at! They had everything you could think of, and if you forget something, they must likely have it there. Host answers pretty quick. We had a great time, we hope to be back to use that beach! I was a disappointed, there was a storm coming in, so I wasn’t able to stay my full time & I didn’t get offered any kind of reimbursement for the night I missed. "
Lakefront Cottage with Private Beach
New House on Big Sebago w/ Private beach & dock!
Exterior

New House on Big Sebago w/ Private beach & dock!

10.0 out of 10, Exceptional, (9)
"We thoroughly enjoyed our stay. The house was perfect and our lake time was so much fun! The paddle board and kayaks were an added plus and they were in great condition."
New House on Big Sebago w/ Private beach & dock!
Fully renovated home with lake view, dock & mooring access, kayaks, & deck
Miscellaneous

Fully renovated home with lake view, dock & mooring access, kayaks, & deck

9.6 out of 10, Exceptional, (31)
"Lovely all around. Trees do obstruct view of lake some but still beautiful"
Fully renovated home with lake view, dock & mooring access, kayaks, & deck
Edgewater Retreat on Little Sebago Lake - Lakefront w/Sauna & EV Charger
Sun-loungers, beach towels

Edgewater Retreat on Little Sebago Lake - Lakefront w/Sauna & EV Charger

10.0 out of 10, Exceptional, (2)
"We really enjoyed our stay in Gray. Thank you for helping us. Most of us were out kayaking on the lake/bay. The grand daughters enjoyed the kayaking and the swimming. the only complaint from everyone was that we had to depart for our return back to SC. You have a beautiful house. thank you for allowing us to visit."
Edgewater Retreat on Little Sebago Lake - Lakefront w/Sauna & EV Charger
"Loon Cottage" on Sand Pond
Terrace/patio

"Loon Cottage" on Sand Pond

10.0 out of 10, Exceptional, (3)
"The cabin was very clean when we arrived. The beds were very comfortable. The cabin has everything you need including many things in the kitchen to make meals if you want to. Towels, sheets, blankets, and swim towels were also provided. We enjoyed using the paddle boards and paddle boats. The pond was great for swimming and boating. The cabin has windows on all sides so we enjoyed lots of fresh air. It was also very quiet, restful, and peaceful on the pond. "
"Loon Cottage" on Sand Pond
Sebago Lake Luxurious House on Raymond Cape-Great for Families
Terrace/patio

Sebago Lake Luxurious House on Raymond Cape-Great for Families

8.4 out of 10, Very good, (5)
"Excellent stay! Place was clean. Host was very responsive to any questions. Will try to rent again."
Sebago Lake Luxurious House on Raymond Cape-Great for Families
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 property types in New Gloucester

The Weldon Hotel
Deluxe Suite, 2 Bedrooms | Private kitchen

The Weldon Hotel

4.0 star property
9.6 out of 10, Exceptional, (38)
"Very clean and comfortable! "
The price is AU$264
includes taxes & fees
10 Mar - 11 Mar
The Weldon Hotel
Lakefront House with Private Sandy Beach
Fridge, microwave, oven, stovetop

Lakefront House with Private Sandy Beach

9.8 out of 10, Exceptional, (26)
"I would have given this property 5 stars except for the sketchy kitchen equipment. When traveling with pets it is often difficult to go out to eat. Therefore we made three meals a day and wished for 1)a toaster oven 2)electric kettle and 3) more hot pads, kitchen towels, and spatulas"
Lakefront House with Private Sandy Beach
Adorable Portland getaway on the Eastern Promenade
Interior

Adorable Portland getaway on the Eastern Promenade

9.8 out of 10, Exceptional, (93)
"Perfect location. Wonderful accommodations"
The price is AU$300
includes taxes & fees
2 Mar - 3 Mar
Adorable Portland getaway on the Eastern Promenade
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.