A calm lake reflecting colorful autumn trees.

Holiday Homes in Litchfield

Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Litchfield holiday homes

A wooden cabin with a porch, a rocking chair, and a table with a lantern.

1. Naughty Dog Private Island Log Cabin

Naughty Dog Private Island Log Cabin
Monmouth
10.0 out of 10, Exceptional, (13 reviews)
"Honestly, this property and the whole experience exceeded all my expectations (which were already pretty high). Kent and the team were so accommodating, making sure that we had everything that we needed and were available at any time. They made special plans to accommodate some friends for a day visit and were so kind and helpful. The property itself was so perfect for what we wanted and the dog so enjoyed the freedom that only a private island can bring! Thanks, Kent, for a very memorable stay....
United States
Peter O.
The price is AU$493
includes taxes & fees
1 Nov - 2 Nov
Naughty Dog Private Island Log Cabin
A wooden interior with a radial wooden ceiling design and a central skylight.

2. Island Tree House Glamping

Island Tree House Glamping
Monmouth
10.0 out of 10, Exceptional, (11 reviews)
"Sunset/rise were so perfect, and we got a special appearance of a double rainbow during our stay!"
United States
Desiree L.
The price is AU$322
includes taxes & fees
28 Oct - 29 Oct
Island Tree House Glamping
A living room with a ceiling fan, two chairs, a sofa, a coffee table, and a patterned rug.

3. Beautifully remodeled first floor of a duplex home, surrounded by privacy fence

Beautifully remodeled first floor of a duplex home, surrounded by privacy fence
Sabattus
The price is AU$400
includes taxes & fees
22 Oct - 23 Oct
Beautifully remodeled first floor of a duplex home, surrounded by privacy fence
A lakeside view with a sandy beach, trees, and a clear sky.

4. Renovated Year-Round Lake Retreat on Annabessacook Lake

Renovated Year-Round Lake Retreat on Annabessacook Lake
Monmouth
The price is AU$476
includes taxes & fees
4 Nov - 5 Nov
Renovated Year-Round Lake Retreat on Annabessacook Lake
A cabin with a wooden deck overlooking a lake, surrounded by trees.

5. Every window has a spectacular lake view Low fees

Every window has a spectacular lake view Low fees
Wayne
9.8 out of 10, Exceptional, (53 reviews)
"Great host!"
United States
Christine Z.
The price is AU$584
includes taxes & fees
22 Oct - 23 Oct
Every window has a spectacular lake view Low fees
A treehouse with a wooden staircase and a small building with a colorful mural.

6. Perfect stopover, getaway, base to explore the area, or to simply stay in town.

Perfect stopover, getaway, base to explore the area, or to simply stay in town.
Bath
8.0 out of 10, Very good, (31 reviews)
"A charming, quiet, and clean room with separate bathroom close to everything downtown. Felt a bit like staying at my grandparent’s house in a good way - it’s very homey. Dmitri is very nice and communication was thorough and easy!"
United States
Esther
The price is AU$254
includes taxes & fees
23 Oct - 24 Oct
Perfect stopover, getaway, base to explore the area, or to simply stay in town.
A two-story house with a red roof, located by a lake surrounded by dense green trees.

7. July 7 to 14 Available: Big Porches w/ Scenic Views, Kayaks & Room to Gather

July 7 to 14 Available: Big Porches w/ Scenic Views, Kayaks & Room to Gather
Winthrop
9.6 out of 10, Exceptional, (5 reviews)
"Nice place to stay"
United States
Michael Y.
The price is AU$1,265
includes taxes & fees
26 Oct - 27 Oct
July 7 to 14 Available: Big Porches w/ Scenic Views, Kayaks & Room to Gather
A wooden staircase with a wooden railing, surrounded by green foliage.

8. 1BR Apt. Walk to everything, Large yard. Treehouse. Sun porch. Fall in Maine!

1BR Apt. Walk to everything, Large yard. Treehouse. Sun porch. Fall in Maine!
Bath
8.2 out of 10, Very good, (21 reviews)
"Cute but aging small space, Near attractions"
United States
michael
The price is AU$291
includes taxes & fees
24 Oct - 25 Oct
1BR Apt. Walk to everything, Large yard. Treehouse. Sun porch. Fall in Maine!
A room with a view of a backyard, a wooden cabinet, a white countertop, and a wicker basket.

9. Pool, Dream Home Gym, TV+Desk in Each Room, 85" TV, Games, 2 BKB Hoops, Fire Pit

Pool, Dream Home Gym, TV+Desk in Each Room, 85" TV, Games, 2 BKB Hoops, Fire Pit
Lewiston
10.0 out of 10, Exceptional, (2 reviews)
"We stayed here for a family event and the house was perfect for what we needed for our stay. The house was spotless, comfortable and there was plenty of room for us and the rooms were creatively themed. There were plenty of TVs and the pool was a big plus. The basement was a pleasant surprise, with the basketball and air hockey games, along with an exercise bike and TV. The neighborhood was quiet and safe. Our host John was very accommodating and quick to reply to messages. We would gladly stay...
United States
Eric L.
The price is AU$1,043
includes taxes & fees
24 Oct - 25 Oct
Pool, Dream Home Gym, TV+Desk in Each Room, 85" TV, Games, 2 BKB Hoops, Fire Pit
A spacious log cabin interior with a large living area, a stone fireplace, and a staircase leading to an upper level.

10. Spacious Waterfront Log Home on Huge Lake in Private Cove: Host Weddings

Spacious Waterfront Log Home on Huge Lake in Private Cove: Host Weddings
Wayne
9.0 out of 10, Wonderful, (2 reviews)
"The property was very nice!"
United States
James D.
The price is AU$1,400
includes taxes & fees
4 Nov - 5 Nov
Spacious Waterfront Log Home on Huge Lake in Private Cove: Host Weddings
A two-story white house with a front porch, green shutters, and a covered patio area with chairs.

11. Charming Historic home steps away from downtown

Charming Historic home steps away from downtown
Bath
9.4 out of 10, Exceptional, (3 reviews)
"The communication was excellent. The location was excellent."
United States
Holly Y.
The price is AU$989
includes taxes & fees
25 Oct - 26 Oct
Charming Historic home steps away from downtown
A wooden deck with a view of a lake, a small building, and surrounding trees.

12. Joyful Maine Escape: A Three-Bedroom Water View Townhouse

Joyful Maine Escape: A Three-Bedroom Water View Townhouse
Edgecomb
10.0 out of 10, Exceptional, (56 reviews)
"This was a very nice home. Clean, comfortable, and lovely. The water views are great, too."
United States
kathleen m.
The price is AU$524
includes taxes & fees
25 Oct - 26 Oct
Joyful Maine Escape: A Three-Bedroom Water View Townhouse
A rocking chair and a small table with a decorative plate, both placed on a wooden deck in front of a red building with a white door.

13. 2BR Apt. Authenticic value, Walk to everything, Large yard, Treehouse. No fees.

2BR Apt. Authenticic value, Walk to everything, Large yard, Treehouse. No fees.
Bath
9.0 out of 10, Wonderful, (28 reviews)
"Clean, walkable to town, nice backyard to sit and talk."
United States
Kathleen
The price is AU$359
includes taxes & fees
22 Oct - 23 Oct
2BR Apt. Authenticic value, Walk to everything, Large yard, Treehouse. No fees.
A modern kitchen with dark blue cabinets, a stainless steel stove, and marble backsplash.

14. Award Winning Luxury Carriage House a short stroll from town!

Award Winning Luxury Carriage House a short stroll from town!
Bath
10.0 out of 10, Exceptional, (14 reviews)
"The house matches exactly what was described online. It's clean and cozy in a quite neighborhood. I'd rate it a five star and highly recommend!"
United States
Shisheng
The price is AU$683
includes taxes & fees
14 Nov - 15 Nov
Award Winning Luxury Carriage House a short stroll from town!
A spacious living room with a wooden floor, a white sofa, a coffee table, and a dining area with a white table and chairs.

15. Beautiful 3BR Home with Office in Town of Brunswick with King beds

Beautiful 3BR Home with Office in Town of Brunswick with King beds
Brunswick
9.2 out of 10, Wonderful, (7 reviews)
"Great place for our family to stay while visiting the Maine coast."
United States
Craig C.
The price is AU$548
includes taxes & fees
3 Nov - 4 Nov
Beautiful 3BR Home with Office in Town of Brunswick with King beds
A cozy room with wooden flooring, wicker furniture, and a white brick wall.

16. Brunswick 3BR Bungalow By Bowdoin With Fenced-In Backyard

Brunswick 3BR Bungalow By Bowdoin With Fenced-In Backyard
Brunswick
10.0 out of 10, Exceptional, (5 reviews)
"Great location and super clean house"
United States
Gary R.
The price is AU$1,024
includes taxes & fees
16 Nov - 17 Nov
Brunswick 3BR Bungalow By Bowdoin With Fenced-In Backyard
A house surrounded by trees and a body of water.

17. Private lakefront escape–kayak, swim, fish & ski in ME

Private lakefront escape–kayak, swim, fish & ski in ME
Turner
10.0 out of 10, Exceptional, (7 reviews)
"We loved our stay! The host was exceptional, the house was amazing and the spot on the pond was beautiful. It was perfect for celebrating our son's graduation with our extended family. Elena was a wonderful host and she thought of everything we would need. The house was exceptionally clean and well appointed. We would love to stay again!"
United States
John C.
The price is AU$1,048
includes taxes & fees
16 Nov - 17 Nov
Private lakefront escape–kayak, swim, fish & ski in ME
A modern kitchen with a bar area, wooden ceiling, and skylights.

18. The Barnhouse with hot tub

The Barnhouse with hot tub
New Gloucester
9.8 out of 10, Exceptional, (10 reviews)
"This was the perfect spot for my friends and I who were attending a wedding down the road! Great location, lovely property and very clear instructions from the hosts! "
United States
Jen V.
The price is AU$497
includes taxes & fees
26 Oct - 27 Oct
The Barnhouse with hot tub
A living room with a grey sofa, a coffee table, and a dining area with a wooden table and chairs.

19. Private Home w/ Office Year Round in town Brunswick next to Bowdoin

Private Home w/ Office Year Round in town Brunswick next to Bowdoin
Brunswick
8.8 out of 10, Excellent, (28 reviews)
"Perfect spot for us to spend a weekend up at Bowdoin where "
United States
Michaela M.
The price is AU$731
includes taxes & fees
27 Oct - 28 Oct
Private Home w/ Office Year Round in town Brunswick next to Bowdoin
A living room with a fireplace, a mounted TV, and bookshelves filled with books.

20. “Otter Getaway” Cozy Damariscotta Lake Year Round Cottage

“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage
Nobleboro
10.0 out of 10, Exceptional, (51 reviews)
"We loved everything about this place! It’s beautifully decorated and feels like a home away from away. The host was wonderful and made it easy to communicate with her. The view from the deck is so pretty! I loved having a cup of tea out there and looking at the water. It was a perfect spot! We are so grateful!"
United States
Rhiannon A.
The price is AU$490
includes taxes & fees
26 Oct - 27 Oct
“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage
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 Litchfield Hotel Reviews

Cod Cove Inn, BW Signature Collection

Cod Cove Inn, BW Signature Collection

10/10 Excellent
"This hotel room feels like home with nice furniture, not your typical hotel furniture. Everything was clean and decorated well. You get a small view of the water/town, but there is traffic that can be noisy. We just always have a sound machine. We thought the room was great for the price!"
Jennifer 1-night trip
Posted 11 hours ago
Cod Cove Inn, BW Signature Collection

Find out more about Litchfield

Litchfield Holiday Homes information

Number of reviews
334
Accommodation
261 Holiday Homes
Lowest Price
AU$254
Highest Price
AU$1,400

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