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Eastford Vacation Rentals

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Check prices for these dates

In two weeks
Oct 2 - Oct 4
In two months
Nov 13 - Nov 15
In three months
Dec 11 - Dec 13
In four months
Jan 8 - Jan 10

Our top choices for Eastford vacation rentals

Property grounds

1. Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing

Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing
Willington
9.6 out of 10, Exceptional, (18 reviews)
"We loved the ambience, super quiet, my kids love the animals The host was super comunicative making sure we was good during our stay"
United States
Silvino
The price is CA $94
CA $297 total
includes taxes & fees
Sep 24 - Sep 25
Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing
Interior

2. Charming 1-bedroom apartment with AC & Breakfast in Sturbridge

Charming 1-bedroom apartment with AC & Breakfast in Sturbridge
Sturbridge
The price is CA $63
CA $177 total
includes taxes & fees
Sep 17 - Sep 18
Charming 1-bedroom apartment with AC & Breakfast in Sturbridge
Exterior

3. Lakefront - King - PetsOK - W&D - Fire Pit - Kayak

Lakefront - King - PetsOK - W&D - Fire Pit - Kayak
Ashford
9.2 out of 10, Wonderful, (39 reviews)
"We had a nice stay in this cabin by the lake. It was close to UCONN so the convenience of the location was wonderful. "
United States
Jennifer P.
The price is CA $156
CA $380 total
includes taxes & fees
Sep 17 - Sep 18
Lakefront - King - PetsOK - W&D - Fire Pit - Kayak
Outdoor dining

4. Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD

Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD
Ashford
9.6 out of 10, Exceptional, (24 reviews)
"Place was really nice and in a location that made it easy to get back and forth to UCONN. "
United States
Jason C.
The price is CA $185
CA $416 total
includes taxes & fees
Sep 20 - Sep 21
Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD
Exterior

5. Treehouse - Countryside - Farm Animals - Fire Pit

Treehouse - Countryside - Farm Animals - Fire Pit
Willington
9.4 out of 10, Exceptional, (37 reviews)
"Beautiful farm that’s perfect little getaway for one weekend"
United States
Justyn M.
The price is CA $148
CA $369 total
includes taxes & fees
Sep 17 - Sep 18
Treehouse - Countryside - Farm Animals - Fire Pit
Exterior detail

6. Cozy 1-bedroom cottage in serene Pomfret.

Cozy 1-bedroom cottage in serene Pomfret.
Pomfret
9.0 out of 10, Wonderful, (4 reviews)
"Great spot, clean and cozy."
United States
Bud n' Mary's Marina B.
The price is CA $341
CA $437 total
includes taxes & fees
Sep 19 - Sep 20
Cozy 1-bedroom cottage in serene Pomfret.
Terrace/patio

7. Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake

Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake
Stafford
9.6 out of 10, Exceptional, (49 reviews)
"Better than pictured. Beautiful lake and decks! Super comfortable living room furniture. Near great local restaurants."
United States
Julianne
The price is CA $181
CA $456 total
includes taxes & fees
Sep 20 - Sep 21
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake
Interior

8. Spacious, unique barn with beautiful views.

Spacious, unique barn with beautiful views.
Hampton
9.8 out of 10, Exceptional, (6 reviews)
"I was looking for a place that was central to a couple of Renaissance Faires in the area and ended uo choosing this one due to its location and affordability. What an awesome place to stay. We're considering staying here next year when the Faires return."
United States
Kevan W.
The price is CA $275
CA $425 total
includes taxes & fees
Sep 21 - Sep 22
Spacious, unique barn with beautiful views.
Exterior

9. Wizard's Roost at Underhill Hollow

Wizard's Roost at Underhill Hollow
North Grosvenordale
9.6 out of 10, Exceptional, (25 reviews)
"I stayed here for the 2026 Natchaug Epic gravel bike ride, and it was an ideal location, close to the start line. A charming property with a friendly host. "
United States
Mateo A.
The price is CA $175
CA $262 total
includes taxes & fees
Sep 17 - Sep 18
Wizard's Roost at Underhill Hollow
Exterior

10. Charming 2-bedroom apartment in welcoming Putnam - 2nd Floor

Charming 2-bedroom apartment in welcoming Putnam - 2nd Floor
Putnam
8.8 out of 10, Excellent, (6 reviews)
"Clean place, easy check-in and comfortable place. We appreciated the coffee and water, microwave and clean towels. We would stay here again!! Thank you!! "
United States
Lucy L.
The price is CA $164
CA $298 total
includes taxes & fees
Sep 22 - Sep 23
Charming 2-bedroom apartment in welcoming Putnam - 2nd Floor
Interior

11. The Tree House at Underhill Hollow

The Tree House at Underhill Hollow
Thompson
9.4 out of 10, Exceptional, (42 reviews)
"Great space, lots of fun."
United States
Douglas C.
The price is CA $175
CA $269 total
includes taxes & fees
Sep 23 - Sep 24
The Tree House at Underhill Hollow
Exterior

12. Dove Cabin up in the Trees

Dove Cabin up in the Trees
Holland
9.8 out of 10, Exceptional, (36 reviews)
"The owner was pleasant and accommodating "
United States
Maryann
The price is CA $244
CA $360 total
includes taxes & fees
Sep 17 - Sep 18
Dove Cabin up in the Trees
Living area

13. Cozy 2-bedroom cabin in welcoming Holland with AC comfort at Mishnoah Retreat

Cozy 2-bedroom cabin in welcoming Holland with AC comfort at Mishnoah Retreat
Holland
10.0 out of 10, Exceptional, (1 review)
"Cute place! Susan was a great host and the cabin was perfect for a qick getaway weekend and some reconnection with mother nature.."
United States
Jessica K.
The price is CA $238
CA $335 total
includes taxes & fees
Sep 17 - Sep 18
Cozy 2-bedroom cabin in welcoming Holland with AC comfort at Mishnoah Retreat
Exterior

14. The Little Blue Bird

The Little Blue Bird
Willington
10.0 out of 10, Exceptional, (1 review)
"Great place! Great communication! Highly recommended for 1-2 people."
United States
Jeff G.
The price is CA $138
CA $226 total
includes taxes & fees
Oct 5 - Oct 6
The Little Blue Bird
Property grounds

15. SteamPunk Bunk House and Intergalactic Way Station

SteamPunk Bunk House and Intergalactic Way Station
Thompson
10.0 out of 10, Exceptional, (18 reviews)
"Enjoyed our stay. Loved being out in the countryside "
United States
Pauline S.
The price is CA $175
CA $262 total
includes taxes & fees
Sep 27 - Sep 28
SteamPunk Bunk House and Intergalactic Way Station
Property grounds

16. Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks

Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks
Coventry Lake
8.8 out of 10, Excellent, (53 reviews)
"Very cute little place to spend a weekend! My friends, partner, and I slept comfortably. The lake itself is very nice (though weather unfortunately prevented us from going out on it with the kayaks) and it is within a short drive to Hartford, UConn, and plenty of things to do. Connecticut is such a lovely state! The purpose of our trip was so that my partner and I could look at apartments in town. We were already excited to move to CT, but after this trip, we became completely confident in how...
United States
Austin R.
The price is CA $212
CA $452 total
includes taxes & fees
Sep 22 - Sep 23
Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks
Exterior detail

17. Cozy apartment in quiet setting that is very convenient to UConn and ECSU.

Cozy apartment in quiet setting that is very convenient to UConn and ECSU.
Mansfield
9.4 out of 10, Exceptional, (3 reviews)
"Super nice place, owners live near the property and are super super nice and accommodating. Great area, very convenient place to get some shuteye in a lovely setting! 5 Stars!"
United States
Owen M.
The price is CA $197
CA $387 total
includes taxes & fees
Oct 13 - Oct 14
Cozy apartment in quiet setting that is very convenient to UConn and ECSU.
Beach

18. Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks

Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks
Coventry Lake
9.0 out of 10, Wonderful, (48 reviews)
"The property was clean and accommodating."
United States
Ann Marie T.
The price is CA $133
CA $347 total
includes taxes & fees
Sep 17 - Sep 18
Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks
Dining

19. Secluded 2-Acre Lakefront Home! Book Your Getaway!

Secluded 2-Acre Lakefront Home! Book Your Getaway!
Woodstock
9.8 out of 10, Exceptional, (89 reviews)
"The hosts were welcoming and the house was very clean and a great place to stay!"
United States
Emma S.
The price is CA $660
CA $1,078 total
includes taxes & fees
Sep 17 - Sep 18
Secluded 2-Acre Lakefront Home! Book Your Getaway!
Terrace/patio

20. Stunning Lakefront Escape! Book Your Dream Getaway!

Stunning Lakefront Escape! Book Your Dream Getaway!
Woodstock
10.0 out of 10, Exceptional, (28 reviews)
"We loved our stay at this lakeside retreat. We were in town for a wedding and in between family gatherings we were able to relax by the lake. The house was comfortable and well stocked so we didn't have to buy every little thing. I would definitely stay again"
United States
Lisa R.
The price is CA $626
CA $1,035 total
includes taxes & fees
Sep 26 - Sep 27
Stunning Lakefront Escape! Book Your Dream Getaway!
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 Eastford Hotel Reviews

Wellsworth Hotel

Wellsworth Hotel

10/10 Excellent
"Stage was great. Clean rooms. Morning breakfast was very good."
Daniel 1-night trip
Posted 3 hours ago
Wellsworth Hotel

Find out more about Eastford

Everything you need to know about Eastford vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Eastford vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Eastford vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Eastford vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Eastford. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Eastford vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Eastford vacation rentals we have selected for you start as low as CA $179 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Eastford rentals

At Expedia, we put the best Eastford vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Eastford rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Eastford vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Eastford. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find vacation rentals in Eastford?

Yes, there are vacation rentals near top local attractions in Eastford, or you can choose a secluded option if you want a relaxing place to stay. Eastford is known for its parks.

What are some of the best vacation home rentals in Eastford?

Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8: This vacation home rental outside of Eastford is located in a rural location and has a garden, a selection of games, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

What’s there to see and do in Eastford?

Crystal Pond and Ivy Glen Memorial are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Eastford Public Library and Crystal Pond Park.

What’s a vacation rental in Eastford like?

Vacation rentals are private properties you can book for several days or longer in Eastford. Vacation rentals offer extras such as WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about a clean environment, a vacation rental can provide a sense of seclusion away from shared hotel elevators and busy concierge desks while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive option for family trips or small group gatherings.