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Thomaston Holiday Rentals

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Check prices for these dates

Tonight
19 Dec - 20 Dec
Tomorrow
20 Dec - 21 Dec
This weekend
19 Dec - 21 Dec
Next weekend
26 Dec - 28 Dec

Our top choices for Thomaston holiday rentals

Terrace/patio
Lakeside/Sleeps20/HotTub/GameRoom/2Acres/Firepit

Holiday Home in Brookfield

Lakeside/Sleeps20/HotTub/GameRoom/2Acres/Firepit
9.6 out of 10, Exceptional, (4)
"The host was very kind and welcoming. The home was spacious and the perfect setting for our celebration weekend. Everyone had their own space and we had multiple spaces for group activities. We enjoyed our time and appreciate the hospitality. "
United States
Valerie V.
Lakeside/Sleeps20/HotTub/GameRoom/2Acres/Firepit
Fridge, microwave, oven, stovetop
Private Apartment in Berlin

Holiday Home in Berlin

Private Apartment in Berlin
2.0 star property
9.2 out of 10, Wonderful, (5)
"Place was great, not to small and not to big. Beds were extremely comfortable. Berlin is a busy town but the house in tucked far enough away from it all. Great place and would gladly stay again! "
United States
Daniel L.
The price is HK$910
HK$2,397 total
includes taxes & fees
19 Jan - 20 Jan 2026
Private Apartment in Berlin
TV
Clean, Bright & Private WHOLE HOUSE 4 YOU. Safe, Centrally Located, Garage

Holiday Home in New Britain

Clean, Bright & Private WHOLE HOUSE 4 YOU. Safe, Centrally Located, Garage
10.0 out of 10, Exceptional, (8)
" Heck-on was smooth and the kitchen and facilities were great. "
United States
Elizabeth P.
The price is HK$875
HK$1,917 total
includes taxes & fees
5 Jan - 6 Jan 2026
Clean, Bright & Private WHOLE HOUSE 4 YOU. Safe, Centrally Located, Garage
Terrace/patio
Woodland Retreat 4-Bedroom with Hot Tub, Fire Pit, and Woodstove

Holiday Home in Barkhamsted

Woodland Retreat 4-Bedroom with Hot Tub, Fire Pit, and Woodstove
10.0 out of 10, Exceptional, (4)
"It's a wonderful house, lots of space to visit with family and the bed rooms were confortable and cozy. The host was very helpful and accesible at all times."
Spain
Heather A.
Woodland Retreat 4-Bedroom with Hot Tub, Fire Pit, and Woodstove
Dining
Land’s End – Direct Lake Front on Warner Point, Candlewood Lake, CT

Holiday Home in New Milford

Land’s End – Direct Lake Front on Warner Point, Candlewood Lake, CT
10.0 out of 10, Exceptional, (13)
"House was well equipped in every way . Property management always got back to us on our questions on the house. The location on the lake is unbelievable."
United States
ross o.
Land’s End – Direct Lake Front on Warner Point, Candlewood Lake, CT
Fridge, microwave, oven, stovetop
Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.

Apartment in Cheshire

Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.
9.4 out of 10, Exceptional, (13)
"Needed a place to sleep for a couple of nights and this worked for us."
United States
James (Jim) L.
The price is HK$658
HK$1,270 total
includes taxes & fees
22 Dec - 23 Dec
Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.
Fridge, microwave, oven, stovetop
Charming 3-Bedroom Home with Modern Comforts in West Hartford

Holiday Home in West Hartford

Charming 3-Bedroom Home with Modern Comforts in West Hartford
2.0 star property
8.6 out of 10, Excellent, (9)
"Great house in a safe neighborhood with a fenced in yard. Amenities provided. "
United States
Ben H.
The price is HK$1,147
HK$2,493 total
includes taxes & fees
8 Jan - 9 Jan 2026
Charming 3-Bedroom Home with Modern Comforts in West Hartford
Terrace/patio
Cozy Lakefront Bungalow w firepit/dock/kayaks

Holiday Home in Plymouth

Cozy Lakefront Bungalow w firepit/dock/kayaks
9.8 out of 10, Exceptional, (40)
"Our stay was so peaceful and relaxing. The property was beautiful and exactly as described in the listing. We loved having a fire outside, sitting in the screened-in porch. Will absolutely be coming back!"
United States
Jean R.
Cozy Lakefront Bungalow w firepit/dock/kayaks
Exterior
Cozy & Serene Cabin with Fireplace, Ski Nearby!

Cabin in Bethlehem

Cozy & Serene Cabin with Fireplace, Ski Nearby!
10.0 out of 10, Exceptional, (35)
"Awesome location and cottage. So peaceful and easy. Would 100% book again "
United States
Leah G.
Cozy & Serene Cabin with Fireplace, Ski Nearby!
Outdoor pool, a heated pool
Litchfield County Four Season Country Paradise

Holiday Home in Roxbury

Litchfield County Four Season Country Paradise
9.4 out of 10, Exceptional, (51)
"Great time for all. Hosts were great."
United States
Ray S.
Litchfield County Four Season Country Paradise
Outdoor dining
The Goshen Glass Chalet

Holiday Home in Goshen

The Goshen Glass Chalet
9.6 out of 10, Exceptional, (42)
"The place was very nice met all of our expectations. "
United States
Marie G.
The Goshen Glass Chalet
Fridge, microwave, oven, stovetop
All New 1BR with tons of Charm

Apartment in Wallingford Center

All New 1BR with tons of Charm
9.8 out of 10, Exceptional, (6)
"I highly recommend this property!! We were in town for a wedding celebration, and it proved perfect. The property is completely updated, well-appointed and clean. The property is centrally located and close to restaurants, shops and grocery markets. Karl was a great host and communicated with us throughout our stay. I highly recommend!!"
United States
Francis S.
The price is HK$895
HK$2,243 total
includes taxes & fees
20 Dec - 21 Dec
All New 1BR with tons of Charm
Interior
Modern Family Retreat | Near Downtown Hartford | Sleeps 10

Holiday Home in Bloomfield

Modern Family Retreat | Near Downtown Hartford | Sleeps 10
2.0 star property
9.4 out of 10, Exceptional, (3)
"There were 7 of us staying for a Wedding near by. The home was bright, clean and very roomy. I would 100% stay here again. Host was on top of everything!! "
United States
Joslynn T.
The price is HK$2,995
HK$6,311 total
includes taxes & fees
21 Dec - 22 Dec
Modern Family Retreat | Near Downtown Hartford | Sleeps 10
Exterior detail
CT Gate House Goshen CT, Gate House Goshen CT

Holiday Home in Goshen

CT Gate House Goshen CT, Gate House Goshen CT
2.5 star property
9.8 out of 10, Exceptional, (7)
"The property was great and the house was huge even for all 12 of us "
United States
Ryan L.
The price is HK$735
HK$4,883 total
includes taxes & fees
28 Dec - 29 Dec
CT Gate House Goshen CT, Gate House Goshen CT
Exterior
Swiss Chalet amidst sixteen acres in Litchfield Hills surrounded by land trust

Holiday Home in Watertown

Swiss Chalet amidst sixteen acres in Litchfield Hills surrounded by land trust
9.6 out of 10, Exceptional, (16)
"It was a great time. Loved it hear would come back again. Owner was very helpful."
United States
Nosa I.
Swiss Chalet amidst sixteen acres in Litchfield Hills surrounded by land trust
Terrace/patio
Prana Residence Spa with Indoor Pool, Sauna, Jacuzzi & Solarium - near Kent

Holiday Home in Cornwall

Prana Residence Spa with Indoor Pool, Sauna, Jacuzzi & Solarium - near Kent
9.6 out of 10, Exceptional, (53)
"Great house and great stay!"
United States
Timothy P.
Prana Residence Spa with Indoor Pool, Sauna, Jacuzzi & Solarium - near Kent
Exterior
New One Bedroom Apartment Centrally Located in Southbury

Apartment in Southbury

New One Bedroom Apartment Centrally Located in Southbury
9.8 out of 10, Exceptional, (19)
"Perfect sized apartment for a short stay - very convenient to my destination"
United States
S
The price is HK$700
HK$961 total
includes taxes & fees
22 Dec - 23 Dec
New One Bedroom Apartment Centrally Located in Southbury
Dining
Waterfront Cabin w Firepit, Dock, Deck, BBQ. Direct Lake Access! Pet-friendly!

Cabin in Northwest Harwinton

Waterfront Cabin w Firepit, Dock, Deck, BBQ. Direct Lake Access! Pet-friendly!
8.8 out of 10, Excellent, (28)
"Great little place, beutiful view to enjoy your coffee."
United States
Shaun H.
Waterfront Cabin w Firepit, Dock, Deck, BBQ. Direct Lake Access! Pet-friendly!
Fridge, microwave, oven, stovetop
Family-Friendly Retreat - Sleeps 20 in Bloomfield, CT

Holiday Home in Bloomfield

Family-Friendly Retreat - Sleeps 20 in Bloomfield, CT
The price is HK$4,724
HK$10,995 total
includes taxes & fees
28 Dec - 29 Dec
Family-Friendly Retreat - Sleeps 20 in Bloomfield, CT
Interior
Group-Friendly Townhouse Stay – Sleeps up to 20

Holiday Home in Bloomfield

Group-Friendly Townhouse Stay – Sleeps up to 20
The price is HK$4,527
HK$10,870 total
includes taxes & fees
22 Dec - 23 Dec
Group-Friendly Townhouse Stay – Sleeps up to 20
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 Thomaston Hotel Reviews

Wyndham Southbury

Wyndham Southbury

10/10 Excellent
"Fast checkin, friendly staff, room was nice and clean"
Robert 1-night trip
Posted 1 day ago
Wyndham Southbury

Find out more about Thomaston

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Frequently asked questions

Can I find a holiday rental in Thomaston?

Yes, there are holiday rentals close to the most popular sights in Thomaston, or you can select a more secluded option if you're looking for a relaxing stay.

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

Lakeside/Sleeps20/HotTub/GameRoom/2Acres/Firepit: This holiday home rental outside of Thomaston is located on a lake, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, an arcade/games room and 1 hot tub so that you can immerse yourself in your holiday.

What’s there to see and do in Thomaston?

Explore the area and family-friendly sights such as The Christmas Shop, or get out into nature at a spot like Harwinton Conservation and Recreation Area. In the wider area, you’ll find Black Rock State Park and Litchfield Town Green.

What’s a holiday rental in Thomaston like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Thomaston. Holiday rentals feature extras such as patios, hot tubs and fire pits so you'll have all the conveniences of home. If you're concerned about cleanliness, holiday rentals can offer a sense of safety away from shared hotel lifts and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental a great choice for family trips.