A calm lake with dense forest on one side and a clear sky with pink clouds.

Willington Vacation Rentals

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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Willington vacation rentals

A group of people seated around a fire pit in a garden with a gazebo and trees in the background.

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

Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing
Willington
9.6 out of 10, Exceptional, (19 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 $116
CA $330 total
includes taxes & fees
Oct 18 - Oct 19
Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing
A living room with a sofa, armchair, coffee table, and a rug.

2. The Little Blue Bird · 5 Mi UConn · 2 Min I-84

The Little Blue Bird · 5 Mi UConn · 2 Min I-84
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 $133
CA $222 total
includes taxes & fees
Oct 4 - Oct 5
The Little Blue Bird · 5 Mi UConn · 2 Min I-84
A wooden cabin with a balcony and stairs, surrounded by trees.

3. 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 $242
CA $494 total
includes taxes & fees
Oct 21 - Oct 22
Treehouse - Countryside - Farm Animals - Fire Pit
A lakeside view with a sandy beach, kayaks, and a 'No Dogs' sign.

4. 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, (49 reviews)
"Very peaceful and beautiful area. Well needed relaxing time. Highly recommend! Also Host was exceptional and attentive."
United States
Melissa
The price is CA $200
CA $439 total
includes taxes & fees
Oct 4 - Oct 5
Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks
A wooden deck with outdoor furniture, overlooking a lake with boats and houses in the background.

5. 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 $185
CA $467 total
includes taxes & fees
Oct 5 - Oct 6
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake
A house with a stone chimney, a fire pit, and two Adirondack chairs in the yard.

6. 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, (54 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 $193
CA $432 total
includes taxes & fees
Oct 4 - Oct 5
Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks
A cozy living room with a wooden dining table, a sofa, a ceiling fan, and a view of the outdoors through a window.

7. Walk to Everything! Lake, Park, Dining, Antiques & The Famous Bidwell Tavern

Walk to Everything! Lake, Park, Dining, Antiques & The Famous Bidwell Tavern
Coventry
8.6 out of 10, Excellent, (13 reviews)
"Perfect place to stay when using it as a base camp to get around the are. Excellent communication from the host. She made it easy to stay there."
United States
Aaron C.
The price is CA $205
CA $484 total
includes taxes & fees
Oct 4 - Oct 5
Walk to Everything! Lake, Park, Dining, Antiques & The Famous Bidwell Tavern
A room with a wooden ceiling, a ceiling fan, a blue door, and a dining area with a table and chairs.

8. Lakefront - King - W&D - PetsOK - Kayaks - SUPs

Lakefront - King - W&D - PetsOK - Kayaks - SUPs
Coventry Lake
9.8 out of 10, Exceptional, (47 reviews)
"Nice location, just a short walk to the water."
United States
Harris G.
The price is CA $215
CA $460 total
includes taxes & fees
Oct 19 - Oct 20
Lakefront - King - W&D - PetsOK - Kayaks - SUPs
A window with a view of a grassy field and trees.

9. Spacious, unique barn with beautiful views.

Spacious, unique barn with beautiful views.
Hampton
9.8 out of 10, Exceptional, (7 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 $282
CA $435 total
includes taxes & fees
Oct 5 - Oct 6
Spacious, unique barn with beautiful views.
A bedroom with a bed, a bedside table, a lamp, and two framed pictures on the wall.

10. Red Door Retreat

Red Door Retreat
Vernon
The price is CA $249
CA $408 total
includes taxes & fees
Oct 12 - Oct 13
Red Door Retreat
A dining area with a high ceiling, skylights, and a view of the outdoors.

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

Secluded 2-Acre Lakefront Home! Book Your Getaway!
Woodstock
9.8 out of 10, Exceptional, (93 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 $533
CA $897 total
includes taxes & fees
Nov 1 - Nov 2
Secluded 2-Acre Lakefront Home! Book Your Getaway!
A modern living room with a sofa, a coffee table, and a rug.

12. Entire guest suite in South Windsor, Connecticut

Entire guest suite in South Windsor, Connecticut
South Windsor
9.8 out of 10, Exceptional, (10 reviews)
"Good location"
United States
Arthur
The price is CA $123
CA $170 total
includes taxes & fees
Oct 11 - Oct 12
Entire guest suite in South Windsor, Connecticut
A living room with a dining area, a TV, and a large window with a view of buildings.

13. Central Chic Pad - with Free Parking, Heat & AC

Central Chic Pad - with Free Parking, Heat & AC
Manchester
9.4 out of 10, Exceptional, (8 reviews)
"Great stay. Gas stove was a highlight!"
United States
Domenic
The price is CA $123
CA $315 total
includes taxes & fees
Oct 4 - Oct 5
Central Chic Pad - with Free Parking, Heat & AC
A room with a blue wall, a mirror, a table with chairs, potted plants, and a Christmas tree.

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

Charming 1-bedroom apartment with AC & Breakfast in Sturbridge
Sturbridge
The price is CA $135
CA $261 total
includes taxes & fees
Oct 11 - Oct 12
Charming 1-bedroom apartment with AC & Breakfast in Sturbridge
A room with a bed, a bookshelf, a TV, a fireplace, and a door leading to another room.

15. Spacious 2,000 Sq Ft New England Retreat - 2BR/2BA Walk to Shops and Restaurants

Spacious 2,000 Sq Ft New England Retreat - 2BR/2BA Walk to Shops and Restaurants
Somers
9.6 out of 10, Exceptional, (9 reviews)
"This is a real gem of a find! I loved our stay here. GPS does take you to the back of the building but it’s located next to a large parking lot. Plenty of parking which was great for us because we have an extended cab f350 ford that does not fit into most parking spaces. The other great thing about this house is multiple showers and bathrooms. This is so rare in a CT house. I must’ve searched for hours. The host Pam was super friendly and was so quick to respond. The house was super stocked with...
United States
Jenny
The price is CA $221
CA $509 total
includes taxes & fees
Oct 13 - Oct 14
Spacious 2,000 Sq Ft New England Retreat - 2BR/2BA Walk to Shops and Restaurants
A wooden deck with a staircase leading to a covered area with chairs.

16. Humble Abode #2

Humble Abode #2
Manchester Center
10.0 out of 10, Exceptional, (6 reviews)
"the place was clean bed was nice"
United States
Jonathan
The price is CA $171
CA $225 total
includes taxes & fees
Oct 5 - Oct 6
Humble Abode #2
A bedroom with a bed, two bedside lamps, a nightstand, a dresser, and artwork on the wall.

17. Peaceful pet friendly 1-bedroom with in unit laundry in enjoyable Manchester

Peaceful pet friendly 1-bedroom with in unit laundry in enjoyable Manchester
Manchester Center
10.0 out of 10, Exceptional, (18 reviews)
"Great place"
United States
Jason
The price is CA $179
CA $304 total
includes taxes & fees
Oct 5 - Oct 6
Peaceful pet friendly 1-bedroom with in unit laundry in enjoyable Manchester
A wooden cabin with a glass upper floor, surrounded by a forest.

18. 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 $250
CA $368 total
includes taxes & fees
Oct 4 - Oct 5
Dove Cabin up in the Trees
An outdoor seating area with a wood-burning stove, a chair, and a view of a lake.

19. Spacious modern home on private lake

Spacious modern home on private lake
Andover
10.0 out of 10, Exceptional, (29 reviews)
"The lake house was charming, comfortable and well stocked with necessities like towels, blankets, dishes, etc"
United States
Martin G.
The price is CA $230
CA $559 total
includes taxes & fees
Oct 12 - Oct 13
Spacious modern home on private lake
A red building with a colorful mural on the front, a covered porch, and a stone foundation.

20. Wizard's Roost at Underhill Hollow

Wizard's Roost at Underhill Hollow
North Grosvenordale
9.6 out of 10, Exceptional, (26 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 $179
CA $267 total
includes taxes & fees
Oct 8 - Oct 9
Wizard's Roost at Underhill Hollow
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 Willington Hotel Reviews

Two Trees Inn

Two Trees Inn

10/10 Excellent
"Im very happy you guys have re open again. Would like to have more choices for breakfast and have hot buffet breakfast. Thank you."
Hilda 1-night trip
Posted 11 hours ago
Two Trees Inn

Find out more about Willington

Everything you need to know about Willington 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 Willington 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 Willington vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Willington vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Willington. 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 Willington 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 Willington vacation rentals we have selected for you start as low as CA $183 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Willington rentals

At Expedia, we put the best Willington 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 Willington 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 Willington 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 Willington. 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 Willington?

Yes, we have vacation rentals close to popular attractions in Willington, or you can go with a more secluded option if you're looking for relaxation. Willington is known for its casinos and sporting events. Make sure you have time to check out the live music and university setting during your trip.

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

Cabin Love at the Lake: Visitors like this Willington vacation home rental. It offers a fireplace, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games.

What’s there to see and do in Willington?

While exploring the area, visit family-friendly sights like Sonny's Place, or get outside and enjoy nature at Halls Pond Beach. Other places in town to visit include Willington Town Hall and Angela Lane Open Space.

What’s a vacation rental in Willington like?

Vacation rentals are private properties you can stay in for several days or longer in Willington. Vacation rentals feature amenities such as kitchens and laundry facilities so you'll have everything you need. If you're concerned about a sanitized environment, vacation rentals can offer a sense of safety away from public hotel elevators and lobbies packed with people while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a popular choice for a family getaway.