A forest stream surrounded by autumn foliage.

Holiday Homes in Cherryfield

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Cherryfield holiday homes

A bedroom with a sloped ceiling, a bed with floral bedding, a window, and a view of trees.

1. Sun Shed Farm Stay

Sun Shed Farm Stay
Milbridge
8.0 out of 10, Very good, (13 reviews)
"Fun way to get off the beaten track, enjoyed waking up to some farm animals nearby, and the stars were incredible."
United States
Matthew
The price is AU$137
includes taxes & fees
25 Sept - 26 Sept
Sun Shed Farm Stay
A covered outdoor area with a wooden bench, a chair, and a wicker chair.

2. Cozy Milbridge Country Home

Cozy Milbridge Country Home
Milbridge
10.0 out of 10, Exceptional, (16 reviews)
"This was the best place we stayed by far!Exceptional amount of room, very helpful host, nice and quiet. It was like a home away from home."
United States
Gene B.
The price is AU$382
includes taxes & fees
25 Sept - 26 Sept
Cozy Milbridge Country Home
A single-story building with a covered porch, large windows, and a small outdoor seating area.

3. Tranquility by the Bay!

Tranquility by the Bay!
Steuben
9.4 out of 10, Exceptional, (3 reviews)
"Clean, comfortable - everything we needed. Loved the screened in porch and the coffee provided was a nice touch. Huge bathroom. Excellent AC! Would love to stay again."
United States
Amy K.
The price is AU$563
includes taxes & fees
25 Sept - 26 Sept
Tranquility by the Bay!
A lakeside setting with a fire pit and wooden chairs arranged around it.

4. Have an unforgettable getaway at a family sized beach house with private beach!

Have an unforgettable getaway at a family sized beach house with private beach!
Steuben
10.0 out of 10, Exceptional, (47 reviews)
"We had a lovely time and the host was great!"
United States
Anonymous traveller
The price is AU$1,606
includes taxes & fees
25 Sept - 26 Sept
Have an unforgettable getaway at a family sized beach house with private beach!
A beach with a person standing, trees in the foreground, and a calm body of water with boats.

5. Booking now for summer & fall 2026-explore Acadia, Bar Harbor, Downeast Maine

Booking now for summer & fall 2026-explore Acadia, Bar Harbor, Downeast Maine
Franklin
9.8 out of 10, Exceptional, (60 reviews)
"Holly was communicative and assisted whenever needed. The property was amazing, it was clean and plenty of space, I’d love to come back again."
United States
Rowan W.
The price is AU$874
includes taxes & fees
27 Sept - 28 Sept
Booking now for summer & fall 2026-explore Acadia, Bar Harbor, Downeast Maine
A two-story house with a red door and a small attached structure with windows.

6. Water access house Acadia National Park Schoodic Point

Water access house Acadia National Park Schoodic Point
Gouldsboro
9.2 out of 10, Wonderful, (54 reviews)
"The house was comfortable and clean. We enjoyed the fire pit and charcoal grill. Jeff was very friendly and helpful. The location was wonderful for exploring Acadia and especially the Schoodic Peninsula."
United States
Linette
The price is AU$848
includes taxes & fees
1 Oct - 2 Oct
Water access house Acadia National Park Schoodic Point
A wooden deck with outdoor furniture, overlooking a body of water and a distant island.

7. 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.
Gouldsboro
9.8 out of 10, Exceptional, (59 reviews)
"Great place in a beautiful location!"
United States
Laura B.
The price is AU$902
includes taxes & fees
18 Oct - 19 Oct
Take in the breathtaking views at our popular oceanside cottage with large deck.
A modern kitchen with wooden cabinets, stainless steel appliances, a central island with stools, and a window providing natural light.

8. Deer Ridge A/C, Firepit, Pool Table, Acadia

Deer Ridge A/C, Firepit, Pool Table, Acadia
Ellsworth
10.0 out of 10, Exceptional, (14 reviews)
"Beautiful house in a great location "
United States
Alicia H.
The price is AU$764
includes taxes & fees
25 Sept - 26 Sept
Deer Ridge A/C, Firepit, Pool Table, Acadia
An outdoor patio with Adirondack chairs, a fire pit, and a stone wall.

9. Carriage House - Crocker House Country Inn

Carriage House - Crocker House Country Inn
Hancock Point
8.8 out of 10, Excellent, (3 reviews)
"The overall space is definitely rustic. Staff is very friendly and the breakfast we had was tasty. Lots of parking for the most part, except at dinner time when the restaurant is open. The one issue we had was we stayed in the carriage house. Which you cannot lock the main door too which is fine if the front desk tells you that. Unfortunately they didn’t tell us and we were locked out for about 30m till we figured out a way into the space. There is no night staff at all so you are on your own if...
United States
Gina C.
Carriage House - Crocker House Country Inn
A bedroom with a bed, a ceiling fan, a nightstand with a lamp, and nautical-themed decor.

10. Tide @ Acadia National Park

Tide @ Acadia National Park
Lamoine
The price is AU$790
includes taxes & fees
30 Sept - 1 Oct
Tide @ Acadia National Park
A modern kitchen with white cabinetry, a central island with bar stools, a microwave, and a coffee machine.

11. Acadia Retreat- 3 bedroom, 2 bath on two private serene acres

Acadia Retreat- 3 bedroom, 2 bath on two private serene acres
Lamoine
10.0 out of 10, Exceptional, (13 reviews)
"Property was very clean, comfortable, and great location with a short drive to Acadia National Park."
United States
Eddie G.
The price is AU$744
includes taxes & fees
25 Sept - 26 Sept
Acadia Retreat- 3 bedroom, 2 bath on two private serene acres
A stone fireplace with a clock above it, a window with curtains, and a framed picture on the wall.

12. Pet-friendly Acadia basecamp: Hot Tub, EV Charger, Dual Kings & Trailer Parking

Pet-friendly Acadia basecamp: Hot Tub, EV Charger, Dual Kings & Trailer Parking
Ellsworth
The price is AU$1,004
includes taxes & fees
27 Sept - 28 Sept
Pet-friendly Acadia basecamp: Hot Tub, EV Charger, Dual Kings & Trailer Parking
A modern kitchen with large windows, wooden countertops, and a coffee bar.

13. Spacious 5-Bedroom -Hot Tub, MDI, Lake front, Fire pit, Game Room, Dog Friendly!

Spacious 5-Bedroom -Hot Tub, MDI, Lake front, Fire pit, Game Room, Dog Friendly!
Franklin
10.0 out of 10, Exceptional, (2 reviews)
"We had an amazing week—everything was exactly as described and the house was clean and comfortable. The location was very peaceful, making it the perfect place to relax and enjoy Maine; we’d definitely stay here again."
United States
james s.
The price is AU$1,713
includes taxes & fees
6 Oct - 7 Oct
Spacious 5-Bedroom -Hot Tub, MDI, Lake front, Fire pit, Game Room, Dog Friendly!
A clear beach with visible rocks and a forested shoreline.

14. Sugar Maple Farm near Acadia, Bar Harbor with FirePit, Large Deck

Sugar Maple Farm near Acadia, Bar Harbor with FirePit, Large Deck
Lamoine
10.0 out of 10, Exceptional, (22 reviews)
"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 AU$1,171
includes taxes & fees
27 Sept - 28 Sept
Sugar Maple Farm near Acadia, Bar Harbor with FirePit, Large Deck
A spacious living room with a fireplace, white furniture, and a television mounted above it.

15. House Acadia at Gallagher`s Travels

House Acadia at Gallagher`s Travels
Bar Harbor
9.8 out of 10, Exceptional, (8 reviews)
"Great communication with host. The location was perfect for our needs. Overall great place"
United States
Hunter H.
The price is AU$967
includes taxes & fees
19 Oct - 20 Oct
House Acadia at Gallagher`s Travels
A spacious living area with a sofa, coffee table, and a staircase leading to a loft.

16. Hadley Point Hideaway, Quiet & Peaceful

Hadley Point Hideaway, Quiet & Peaceful
Bar Harbor
10.0 out of 10, Exceptional, (5 reviews)
"Hadley Point Hideaway was the perfect place for my wife, son and me to spend our Bar Harbor vacation! Close to everything, but far enough to be out of the touristy areas! We loved hiking through Acadia and enjoyed the great restaurants! We would definitely stay here again and highly recommend this great VRBO experience!!!"
United States
Robert C.
The price is AU$708
includes taxes & fees
20 Oct - 21 Oct
Hadley Point Hideaway, Quiet & Peaceful
Two white Adirondack chairs and a black grill on a grassy lawn with a house in the background.

17. Historical "MAINE" Home Minutes to Acadia National Park & Downtown Bar Harbor

Historical "MAINE" Home Minutes to Acadia National Park & Downtown Bar Harbor
Bar Harbor
6.0 out of 10, (2 reviews)
"I'm the type of person who feels uneasy about leaving anything less than a five-star review, so giving a one-star rating is not something I do lightly. However, in this case, I believe it is fully warranted.I'll stick to the facts and set aside my personal emotions:- This cabin/cottage is part of a two-star motel.- The motel office, which is actively used, is part of the same house you a renting.- Another section of the house includes an entrance to basement that is also actively used during the...
United States
Dmitry S.
The price is AU$461
includes taxes & fees
28 Sept - 29 Sept
Historical "MAINE" Home Minutes to Acadia National Park & Downtown Bar Harbor
A kitchen with a coffee maker, a coffee pot, and a coffee dispenser on the counter.

18. Bayside Gem

Bayside Gem
Ellsworth
9.8 out of 10, Exceptional, (7 reviews)
"I would recommend this place highly for your stay. House was very neat and amenities are good"
United States
Anto Nirmal J.
The price is AU$769
includes taxes & fees
4 Oct - 5 Oct
Bayside Gem

19. Harbor ViewCharming 3-bedroom house in delightful Acadia Area AC, WiFi

Harbor ViewCharming 3-bedroom house in delightful Acadia Area AC, WiFi
Ellsworth
9.8 out of 10, Exceptional, (8 reviews)
"Great place to see all that Acadia National Park has to offer."
United States
David G.
The price is AU$856
includes taxes & fees
28 Sept - 29 Sept
Harbor ViewCharming 3-bedroom house in delightful Acadia Area AC, WiFi
A living room with a ceiling fan, a flat-screen TV, and a sofa set.

20. Buttermilk Branches@Acadia National Park

Buttermilk Branches@Acadia National Park
Lamoine
7.8 out of 10, Good, (7 reviews)
"Great property"
Canada
Kim R.
The price is AU$795
includes taxes & fees
23 Oct - 24 Oct
Buttermilk Branches@Acadia National Park
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 Cherryfield Hotel Reviews

Anchorage Motel

Anchorage Motel

10/10 Excellent
"Updated and clean."
Rachel 1-night trip
Posted less than an hour ago
Anchorage Motel

Find out more about Cherryfield

Cherryfield Holiday Homes information

Number of reviews
307
Accommodation
639 Holiday Homes
Lowest Price
AU$137
Highest Price
AU$1,713