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Search Vacation Homes in Winter Harbor

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Check prices for these dates

Next weekend
31 Oct - 2 Nov
In two weeks
7 Nov - 9 Nov
In one month
21 Nov - 23 Nov
In two months
19 Dec - 21 Dec

Vacation Homes in Winter Harbor

Dining
One-of-kind estate with unique & luxurious decor and wooded oceanside location.
One-of-kind estate with unique & luxurious decor and wooded oceanside location.
10.0 out of 10, Exceptional, (25)
"The views are great and the host is pretty responsive too. Had an awesome time!"
United States
Calvin Ryan D.
The price is AED 5,776
AED 13,230 total
includes taxes & fees
26 Oct - 27 Oct
One-of-kind estate with unique & luxurious decor and wooded oceanside location.
Outdoor dining
Take in the breathtaking views at our popular oceanside cottage with large deck.
Take in the breathtaking views at our popular oceanside cottage with large deck.
9.8 out of 10, Exceptional, (48)
"Great location! Great house! "
United States
Linda D.
The price is AED 643
AED 2,058 total
includes taxes & fees
9 Nov - 10 Nov
Take in the breathtaking views at our popular oceanside cottage with large deck.
Exterior
Sun Shed Farm Stay
Sun Shed Farm Stay
8.0 out of 10, Very Good, (4)
"We so appreciated the friendly, informative farm tour, as well as the option to purchase a farm breakfast, which was hearty and delicious. The animals were friendly. Truly a memorable experience."
United States
Richard
The price is AED 225
AED 325 total
includes taxes & fees
26 Oct - 27 Oct
Sun Shed Farm Stay
Exterior
Water access house Acadia National Park Schoodic Point
Water access house Acadia National Park Schoodic Point
9.4 out of 10, Exceptional, (36)
"My family has an excellent time staying here for the week! There are tons of shops nearby, the host is very responsive, and the secluded nature of the home makes for a nice stay. We would definitely stay here again!"
United States
Addison Y.
The price is AED 658
AED 1,506 total
includes taxes & fees
27 Oct - 28 Oct
Water access house Acadia National Park Schoodic Point
Living area
Tranquil 2-bedroom house in Cherryfield
Tranquil 2-bedroom house in Cherryfield
10.0 out of 10, Exceptional, (1)
"Arletta was a great host. She was very responsive and helpful. The house was nicely laid out and private. The house was also very clean. We would definitely stay there again. There was great access to the Downeast Sunrise Trail also."
United States
Chip B.
The price is AED 551
AED 1,141 total
includes taxes & fees
31 Oct - 1 Nov
Tranquil 2-bedroom house in Cherryfield
Exterior
Cozy Milbridge retreat just steps away
Cozy Milbridge retreat just steps away
10.0 out of 10, Exceptional, (13)
"This was a great little house. It had everything we could need and more. Everything was clean, the bed was comfortable, the Roku TVs work included HBO Max in living room and bedroom were a nice touch too."
United States
Ashley K.
The price is AED 579
AED 951 total
includes taxes & fees
25 Oct - 26 Oct
Cozy Milbridge retreat just steps away
Private kitchen
Great Harbor Inn Somes Sound Room 1
Great Harbor Inn Somes Sound Room 1
2.0 star property
The price is AED 231
AED 617 total
includes taxes & fees
27 Oct - 28 Oct
Great Harbor Inn Somes Sound Room 1
Exterior
Great Harbor Inn Bermuda Room 22
Great Harbor Inn Bermuda Room 22
2.0 star property
The price is AED 231
AED 617 total
includes taxes & fees
27 Oct - 28 Oct
Great Harbor Inn Bermuda Room 22
Beach
Secluded Bungalow Near Acadia & Bar Harbor - Private- Pet Friendly- Heated Pool- Huge Yard
Secluded Bungalow Near Acadia & Bar Harbor - Private- Pet Friendly- Heated Pool- Huge Yard
9.4 out of 10, Exceptional, (3)
"Very clean, comfortable, peaceful"
United States
Cassandra D.
The price is AED 674
AED 1,739 total
includes taxes & fees
27 Oct - 28 Oct
Secluded Bungalow Near Acadia & Bar Harbor - Private- Pet Friendly- Heated Pool- Huge Yard
Outdoor spa tub
Private And Cozy Tiny Home For Your Acadia Escape. Pet Friendly with Kayaks.
Private And Cozy Tiny Home For Your Acadia Escape. Pet Friendly with Kayaks.
10.0 out of 10, Exceptional, (24)
"We had a great time staying here - super cute and cozy. We were able to cook in most nights and the pond for kayaking was so beautiful. Really enjoyed staying on the quieter side of Acadia and the drive to the main Acadia area was easy and scenic! "
United States
Deanna C.
The price is AED 632
AED 1,429 total
includes taxes & fees
27 Oct - 28 Oct
Private And Cozy Tiny Home For Your Acadia Escape. Pet Friendly with Kayaks.
Dining
4-Season Waterfront Oasis Acadia with Hot Tub
4-Season Waterfront Oasis Acadia with Hot Tub
9.8 out of 10, Exceptional, (27)
"We had a great stay in this beautiful house! It was clean and the views were amazing. We went hiking and came back to relax. The hot tub was nice too. We would come back again."
United States
Lawrence
The price is AED 663
AED 1,468 total
includes taxes & fees
23 Nov - 24 Nov
4-Season Waterfront Oasis Acadia with Hot Tub
Smart TV, books
3 bedroom, 2 bath Acadia retreat
3 bedroom, 2 bath Acadia retreat
10.0 out of 10, Exceptional, (3)
"Property was very clean, comfortable, and great location with a short drive to Acadia National Park."
United States
Eddie G.
The price is AED 915
AED 1,826 total
includes taxes & fees
25 Oct - 26 Oct
3 bedroom, 2 bath Acadia retreat
Fridge, microwave, oven, stovetop
Connect with nature - quiet and peaceful modern ranch in Eastbrook
Connect with nature - quiet and peaceful modern ranch in Eastbrook
10.0 out of 10, Exceptional, (1)
"The house was fantastic. Clean and decorated so cute. The house was located closed enough to tourists attraction yet far enough away for piece and quiet. Getting back to mother nature. The attraction we're seeing lighthouses. Tour of the land by plane and whale watching. "
United States
THERESA D.
The price is AED 551
AED 1,145 total
includes taxes & fees
1 Nov - 2 Nov
Connect with nature - quiet and peaceful modern ranch in Eastbrook
Exterior
Sugar Maple Farm near Acadia, Bar Harbor with FirePit, Large Deck
Sugar Maple Farm near Acadia, Bar Harbor with FirePit, Large Deck
9.8 out of 10, Exceptional, (18)
"This house was great for our annual family vacation. This year we went to bar harbor and this was perfectly located"
United States
Hailey W.
The price is AED 915
AED 2,200 total
includes taxes & fees
26 Oct - 27 Oct
Sugar Maple Farm near Acadia, Bar Harbor with FirePit, Large Deck
Exterior detail
Downtown suite near with water with central AC and shared washer/dryer
Downtown suite near with water with central AC and shared washer/dryer
9.0 out of 10, Wonderful, (20)
"The town is picture perfect and the restaurant and bakery below was fantastic. The room was perfect for our family of three. It was clean and had great added little touches. Would stay here again."
United States
Lucy T.
The price is AED 547
AED 999 total
includes taxes & fees
26 Oct - 27 Oct
Downtown suite near with water with central AC and shared washer/dryer
Fridge, microwave
House Acadia at Gallagher's Travels
House Acadia at Gallagher's Travels
9.6 out of 10, Exceptional, (4)
"Top notch!"
United States
Lisa S.
The price is AED 485
AED 1,159 total
includes taxes & fees
29 Oct - 30 Oct
House Acadia at Gallagher's Travels
Interior
“Brookshire Cottage” Acadia National Park “Pet Friendly” Mt Desert Island ME
“Brookshire Cottage” Acadia National Park “Pet Friendly” Mt Desert Island ME
9.8 out of 10, Exceptional, (166)
"Cottage was so cozy! Three generation family vacation. We loved it. "
United States
Debora
The price is AED 826
AED 2,626 total
includes taxes & fees
31 Oct - 1 Nov
“Brookshire Cottage” Acadia National Park “Pet Friendly” Mt Desert Island ME
Fridge, microwave, oven, stovetop
Charming 2-bedroom house with WiFi, AC in Southwest Harbor
Charming 2-bedroom house with WiFi, AC in Southwest Harbor
9.4 out of 10, Exceptional, (13)
"Nicely updated cozy hideaway by Southwest Harbor. Well-stocked, modern conveniences, perfect size for a small family. A pleasant landing spot after each day’s Acadia adventures."
United States
Laurence I.
The price is AED 731
AED 1,714 total
includes taxes & fees
25 Oct - 26 Oct
Charming 2-bedroom house with WiFi, AC in Southwest Harbor
Exterior
Hot Tub~Theater~Game Room~Historic Home~5 min to Acadia Park~Dogs welcome
Hot Tub~Theater~Game Room~Historic Home~5 min to Acadia Park~Dogs welcome
10.0 out of 10, Exceptional, (16)
"House has plenty of space for sleeping large family. Would stay again. Host was always available for questions and checking on us at arrival "
United States
Gina L.
The price is AED 1,157
AED 3,011 total
includes taxes & fees
26 Oct - 27 Oct
Hot Tub~Theater~Game Room~Historic Home~5 min to Acadia Park~Dogs welcome
Property grounds
Acadia Retreat:18 Miles to Acadia NP!Secluded, Pet Friendly, Spacious.
Acadia Retreat:18 Miles to Acadia NP!Secluded, Pet Friendly, Spacious.
9.4 out of 10, Exceptional, (3)
"We were 10 of us and everyone enjoyed the beautiful well equipped house ! Just 25 minutes to Acadia and bar harbor, clean, great back yard , fire pit, kitchen with all spices and utensils... there is nothing that we could not find ! Absolutely will go here again"
United States
Mushk M.
The price is AED 918
AED 2,286 total
includes taxes & fees
28 Oct - 29 Oct
Acadia Retreat:18 Miles to Acadia NP!Secluded, Pet Friendly, Spacious.
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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Top Winter Harbor Hotel Reviews

Anchorage Motel

Anchorage Motel

10/10 Excellent
"Room was super clean & comfy"
Greg 1-night trip
Posted 2 days ago
Anchorage Motel