Best Vacation Homes in Thomaston
House
10.0(48 Reviews)
2 Bedrooms
2 Baths
4 Guests
1250 ft²
Hot Tub
Parking
Ocean View
Balcony/Terrace
US $626/Night
7 Nights - US $4,382
House
10.0(2 Reviews)
3 Bedrooms
3 Baths
6 Guests
1905.21 ft²
- Parking
Internet
Pet Friendly
Child Friendly
US $323/Night
7 Nights - US $2,259
Bed & Breakfast
9.4(9 Reviews)
1 Bedroom
1 Bath
- Parking
Pool- Balcony/Terrace
- Internet
US $215/Night
7 Nights - US $1,505
Cottage
10.0(43 Reviews)
2 Bedrooms
2 Baths
5 Guests
1100 ft²
- Parking
- Ocean View
- Balcony/Terrace
View
US $592/Night
7 Nights - US $4,146
Villa
9.9(28 Reviews)
1 Bedroom
1 Bath
4 Guests
1302.43 ft²
- Hot Tub
- Parking
- Balcony/Terrace
Air Conditioner
US $237/Night
7 Nights - US $1,660
House
10.0(16 Reviews)
2 Bedrooms
2 Baths
5 Guests
1300 ft²
- Hot Tub
- Parking
- Ocean View
- Balcony/Terrace
US $309/Night
7 Nights - US $2,165
Apartment
10.0(13 Reviews)
1 Bedroom
1 Bath
4 Guests
495 ft²
- Parking
- Balcony/Terrace
Kitchen- Air Conditioner
US $116/Night
7 Nights - US $812
Apartment
10.0(8 Reviews)
1 Bedroom
1 Bath
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $380/Night
7 Nights - US $2,657
Thomaston Luxury Rentals
Villa
10.0(7 Reviews)
5 Bedrooms
4 Baths
12 Guests
3446 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $1,535/Night
7 Nights - US $10,742
House
9.2(9 Reviews)
5 Bedrooms
3 Baths
8 Guests
3700 ft²
Private Pool- Hot Tub
- Parking
- Pool
US $1,504/Night
7 Nights - US $10,529
House
9.6(19 Reviews)
6 Bedrooms
3 Baths
12 Guests
5100 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
US $1,404/Night
7 Nights - US $9,830
House
6 Bedrooms
4 Baths
9 Guests
- Hot Tub
- Parking
- Pool
- Ocean View
US $1,259/Night
7 Nights - US $8,816
House
10.0(2 Reviews)
5 Bedrooms
3 Baths
10 Guests
- Air Conditioner
- Internet
- Pet Friendly
- Child Friendly
US $1,141/Night
7 Nights - US $7,984
New
Cabin
6 Bedrooms
2 Baths
20 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $953/Night
7 Nights - US $6,672
House
4 Bedrooms
2 Baths
7 Guests
2200 ft²
- Parking
- Pool
- Kitchen
- Air Conditioner
US $880/Night
7 Nights - US $6,159
US $858/Night
7 Nights - US $6,009
Thomaston Pet Friendly Vacation Rentals
Apartment
10.0(1 Review)
1 Bedroom
1 Bath
2 Guests
754 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $160/Night
7 Nights - US $1,122
House
8.5(8 Reviews)
2 Bedrooms
1 Bath
4 Guests
947.22 ft²
- Parking
- Internet
- Pet Friendly
- Child Friendly
US $254/Night
7 Nights - US $1,780
Cottage
1 Bedroom
1 Bath
- Parking
- Kitchen
- Air Conditioner
- Internet
US $539/Night
7 Nights - US $3,773
House
9.8(25 Reviews)
2 Bedrooms
1 Bath
4 Guests
950 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $302/Night
7 Nights - US $2,112
House
7 Bedrooms
6 Baths
30 Guests
4101.05 ft²
- Parking
- Pool
- Balcony/Terrace
- View
US $467/Night
7 Nights - US $3,269
New
Cottage
9.2(42 Reviews)
2 Bedrooms
1 Bath
6 Guests
889 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $275/Night
7 Nights - US $1,923
House
9.0(6 Reviews)
3 Bedrooms
3 Baths
6 Guests
1900 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $537/Night
7 Nights - US $3,759
Apartment
8.0(1 Review)
3 Bedrooms
2 Baths
10 Guests
11840 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $468/Night
7 Nights - US $3,274
Thomaston Large Vacation Homes
House
10.0(33 Reviews)
5 Bedrooms
3 Baths
8 Guests
5000 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
US $679/Night
7 Nights - US $4,754
New
House
5 Bedrooms
4 Baths
10 Guests
2497.23 ft²
- Parking
- Balcony/Terrace
- View
- Air Conditioner
US $389/Night
7 Nights - US $2,725
New
House
9.0(29 Reviews)
6 Bedrooms
2 Baths
14 Guests
3490 ft²
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
US $559/Night
7 Nights - US $3,911
House
10.0(11 Reviews)
5 Bedrooms
4 Baths
9 Guests
2900 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
US $413/Night
7 Nights - US $2,889
House
6 Bedrooms
5 Baths
19 Guests
5800 ft²
- Hot Tub
- Air Conditioner
- Internet
- Child Friendly
US $1,336/Night
7 Nights - US $9,351
House
9.6(4 Reviews)
5 Bedrooms
3 Baths
16 Guests
- Air Conditioner
- Internet
- Pet Friendly
- Child Friendly
US $347/Night
7 Nights - US $2,431
House
5.0(4 Reviews)
5 Bedrooms
3 Baths
8 Guests
3500 ft²
- Private Pool
- Pool
- Balcony/Terrace
- Kitchen
US $750/Night
7 Nights - US $5,250
House
6 Bedrooms
3 Baths
17 Guests
- Air Conditioner
- Internet
- Child Friendly
Laundry
US $700/Night
7 Nights - US $4,901
Why Choose Rent By Owner for your Thomaston Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Best Times to Visit Thomaston
When should you plan your Vacation Rentals stay?
Choosing the right time to visit this destination can greatly enhance your experience, as seasonal variations in the region offer different attractions and outdoor activities ideal for any travel preference.
Peak Season Highlights
Late Spring to Early Summer (May to June)
During this period, you'll experience warm days and vibrant natural surroundings, making it an ideal time to explore the area’s scenic beauty while enjoying comfortable weather.
Average Temperature Daytime: 70-80°F - Nighttime: 50-60°F
Early Fall (September to October)
This season offers pleasant temperatures and less crowded settings, perfect for relaxing stays in the region's charming vacation rentals.
Average Temperature Daytime: 65-75°F - Nighttime: 45-55°F
Off-Season Highlights
Winter (December to February)
The winter months bring cooler weather, creating a cozy atmosphere for those interested in quiet getaways while enjoying the region’s peaceful winter scenery.
Average Temperature Daytime: 30-40°F - Nighttime: 20-30°F
Late Fall (November)
As the foliage falls and temperatures drop, this time offers a tranquil escape with fewer visitors, ideal for a serene retreat in local vacation rentals.
Average Temperature Daytime: 40-50°F - Nighttime: 30-40°F
Weekly Weather Forecast for Thomaston
How to Book Your Thomaston Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Thomaston
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy a private outdoor patio or deck perfect for relaxing or dining al fresco.
- Make use of spacious yards ideal for outdoor games and family activities.
- Benefit from access to scenic gardens or landscaped grounds that enhance your stay.
- Take advantage of outdoor grills or barbecue facilities for cookouts with friends and family.
- Relax in a hammock or lounge area set up amidst the natural surroundings.
- Explore nearby walking trails or nature paths that showcase the region's natural beauty.
- Utilize outdoor fire pits to enjoy cozy evenings under the stars in this destination's peaceful setting.
Top Attractions Around Thomaston
What attractions are nearby?
In this charming destination, you can enjoy a variety of outdoor activities and cultural attractions that showcase the best of the region’s natural beauty and local history.
Family Activities
- Thomaston Historical Society Museum: Explore the rich local history and heritage through engaging exhibits perfect for family visits in this charming destination.
- Lions Club Park & Playground: Enjoy outdoor fun with your loved ones at this scenic park featuring playgrounds, picnic areas, and walking trails within the region.
- Harwinton Fairgrounds: Experience seasonal events, craft fairs, and lively community gatherings that provide entertainment and bonding opportunities for families nearby.
- Black Rock State Park: Discover the natural beauty of the area by hiking, picnicking, or kayaking in this expansive state park suitable for all ages and interests.
Adult Activities
- Thomaston Historical Society Museum: Dive into the rich local history by exploring exhibits that offer insight into the area's past and cultural heritage.
- Black Rock State Park: Enjoy outdoor adventures with scenic hiking trails, serene picnicking spots, and tranquil lakeside views perfect for relaxation.
- Thomaston Opera House: Immerse yourself in the arts by attending live performances, concerts, and community events held at this charming historic venue.
- Farmington River Canoe and Kayak Trips: Experience adventure on the water with guided or self-led canoeing and kayaking excursions along the scenic river nearby.
Thomaston Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local History: Take time to visit nearby historical sites to gain a deeper understanding of the area's rich heritage and enhance your stay experience.
- Discover Scenic Spots: Make the most of your trip by visiting the region’s picturesque outdoor locations for relaxing walks and memorable photos.
- Plan Your Activities: Check out local events and seasonal activities in this destination to enjoy every moment during your vacation.
- Choose Convenient Accommodation: Select a well-located vacation rental here that offers easy access to key attractions and amenities, ensuring a comfortable stay.
Transportation Options
- Thomaston Train Station: Located conveniently in the area, this station provides accessible rail services to nearby cities for easy day trips and travel flexibility.
- Interstate 84: A major highway that runs close to here, offering straightforward driving options to many regional destinations and connecting you efficiently around the region.
- Local Bus Services: Several local bus routes serve the area, making public transportation a convenient choice for exploring within Thomaston and surrounding communities.
- Rental Car Services: Numerous rental agencies are available here, providing the freedom to explore the region at your own pace during your stay.
Local Customs Options
- Thomaston's Annual Fall Festival: Celebrated each autumn, this local custom showcases community spirit with craft fairs and traditional activities that truly capture the area's welcoming vibe.
- Historic Main Street Parades: During special occasions, you can enjoy vibrant parades along the historic downtown, reflecting the region's rich heritage and lively community traditions.
- Farmers’ Market Gatherings: Held regularly in town, these markets are a cherished custom where residents gather to share fresh produce and local crafts, giving visitors an authentic taste of the area's rural charm.
- Traditional Holiday Celebrations: The region delights in festive seasonal events like Christmas tree lightings and holiday parades, offering a warm glimpse into local customs during your stay.
Thomaston Vacation Rental Frequently Asked Questions
1. What are the top vacation rentals in Thomaston?
There are a lot of options in Thomaston. If you plan on staying in the Thomaston area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Thomaston:
- Cozy Lakefront Bungalow w firepit/dock/kayaks
- Enjoy Lakefront Sunsets in Cozy 2BR Cottage Escape
- Charming 3BR Hilltop House, Newly Remodeled with Arcade
- Sweetbrier Farm - Gorgeous Views, Beautiful Home
- 2BR Lakefront Cottage | Hot Tub, Fire Pit & Lake Access
- Small Town Stay- Stroll to Local Shops/Dining/Taft
- The Jefferson Guest House, Spacious, Special Views
- Retreat in Style: Luxury for Family & Friends
- Historic Litchfield County Home
- Watertown Home w/Yard: 1 Mi to Echo Lake Park!
2. Which vacation homes in Thomaston are best for families?
If you are looking for a family-friendly vacation home in Thomaston, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Thomaston:
3. How many Rentbyowner vacation rentals are available in Thomaston?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 65 in the Thomaston area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Thomaston.
4. What is the cancellation policy for vacation rentals in Thomaston, Connecticut?
Cancellation policies vary by listing, so it's important to review the specific terms provided by the property owner when booking your stay in this area. You can find this information on the property’s listing details or contact the host directly for clarification.
5. How do I confirm my reservation at a vacation rental in Thomaston?
Reservations are typically confirmed once you complete the booking process and receive a confirmation email from the platform. Be sure to verify all details, including dates and guest counts, and contact the host if you have any questions.
6. Are there any house rules I should be aware of when staying in vacation rentals here?
Each property will have its own set of house rules listed in the property description. It’s advisable to read these carefully before booking and communicate with the owner if you need any clarification to ensure a smooth stay.
7. What amenities are usually included in vacation rentals in the region?
Most vacation rentals offer amenities such as Wi-Fi, parking, kitchen facilities, and linens. To confirm the available amenities, check the specific listing details or contact the owner directly before booking your stay.
8. How close are vacation rentals in Thomaston to local attractions and transportation options?
Properties in this destination are generally situated conveniently to local amenities and transportation routes. For precise distances and access, refer to the property description or reach out to the host for detailed information.
Thomaston Top Rated Vacation Rentals
Bed & Breakfast
9.4(3 Reviews)
1 Bedroom
1 Bath
2 Guests
- Parking
- Pool
- Kitchen
- Air Conditioner
US $179/Night
7 Nights - US $1,251
Bed & Breakfast
9.1(8 Reviews)
2 Bedrooms
2 Baths
3 Guests
199.13 ft²
Oceanfront- Parking
- Pool
- Ocean View
US $195/Night
7 Nights - US $1,365
House
10.0(3 Reviews)
1 Bedroom
1 Bath
2 Guests
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $295/Night
7 Nights - US $2,065
Apartment
10.0(2 Reviews)
1 Bedroom
1 Bath
4 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $282/Night
7 Nights - US $1,972
House
10.0(1 Review)
1 Bedroom
1 Bath
2 Guests
268 ft²
- Parking
- Pool
- Kitchen
- Air Conditioner
US $186/Night
7 Nights - US $1,299
House
3 Bedrooms
3 Baths
5 Guests
2383 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
US $1,329/Night
7 Nights - US $9,300
