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Killingly Holiday Rentals

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Our top choices for Killingly holiday rentals

1. Mohegan Sun Getaway Large Group Retreat

Mohegan Sun Getaway Large Group Retreat
Killingly
7.4 out of 10, Good, (3 reviews)
"Great setup. Perfect crash pad for a weekend of the Natchaug Epic bike race in Thompson… slept 8 no problem. Host was helpful and beds were clean, kitchens were just what we needed"
United States
shawn c b.
The price is NZ$999
includes taxes & fees
23 Sept - 24 Sept
Mohegan Sun Getaway Large Group Retreat

2. 6 Beds Home w/Game Room Perfect for Groups

6 Beds Home w/Game Room Perfect for Groups
Killingly
The price is NZ$1,040
includes taxes & fees
23 Sept - 24 Sept
6 Beds Home w/Game Room Perfect for Groups

3. 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 NZ$338
includes taxes & fees
23 Sept - 24 Sept
The Tree House at Underhill Hollow

4. 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 NZ$328
includes taxes & fees
27 Sept - 28 Sept
Wizard's Roost at Underhill Hollow

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

Charming 2-bedroom apartment in welcoming Putnam - 2nd Floor
Putnam
9.0 out of 10, Wonderful, (8 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 NZ$384
includes taxes & fees
23 Sept - 24 Sept
Charming 2-bedroom apartment in welcoming Putnam - 2nd Floor

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 NZ$543
includes taxes & fees
20 Oct - 21 Oct
Cozy 1-bedroom cottage in serene Pomfret.

7. 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 NZ$320
includes taxes & fees
29 Sept - 30 Sept
SteamPunk Bunk House and Intergalactic Way Station

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 NZ$532
includes taxes & fees
24 Sept - 25 Sept
Spacious, unique barn with beautiful views.

9. Beautiful Lakeside Haven at the Pines

Beautiful Lakeside Haven at the Pines
Coventry
9.0 out of 10, Wonderful, (7 reviews)
"My family and I had a great time. Canoeing, making s’mores in the fire pit, grilling, and amazing bike rides. We made great memories there that we will never forget!!"
United States
Carlicia S.
The price is NZ$289
includes taxes & fees
23 Sept - 24 Sept
Beautiful Lakeside Haven at the Pines

10. 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 NZ$356
includes taxes & fees
24 Sept - 25 Sept
Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing

11. By D&D Vacation Rental

By D&D Vacation Rental
Mount Pleasant
9.8 out of 10, Exceptional, (9 reviews)
"Great stay close to Mall. Close to just about anything you want to do."
United States
Tom L.
The price is NZ$378
includes taxes & fees
23 Sept - 24 Sept
By D&D Vacation Rental

12. Rustic Farmette Studio with Hot Tub & Pool

Rustic Farmette Studio with Hot Tub & Pool
Thompson
10.0 out of 10, Exceptional, (11 reviews)
"Beautiful and quiet location"
United States
Lynn J.
The price is NZ$671
includes taxes & fees
27 Sept - 28 Sept
Rustic Farmette Studio with Hot Tub & Pool

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

Lakefront - King - PetsOK - W&D - Fire Pit - Kayak
Ashford
9.2 out of 10, Wonderful, (40 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 NZ$570
includes taxes & fees
24 Sept - 25 Sept
Lakefront - King - PetsOK - W&D - Fire Pit - Kayak

14. 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 NZ$494
includes taxes & fees
24 Sept - 25 Sept
Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD

15. The Primo-Suite at Lower Atwells Ave 2B Apt P

The Primo-Suite at Lower Atwells Ave 2B Apt P
Olneyville
8.8 out of 10, Excellent, (3 reviews)
"The place was very nice. Very cute, safe, and near a bunch of shopping/downtown. "
United States
Claire W.
The price is NZ$339
includes taxes & fees
23 Sept - 24 Sept
The Primo-Suite at Lower Atwells Ave 2B Apt P

16. Delightful 3-bedroom apartment with AC in charming Johnston

Delightful 3-bedroom apartment with AC in charming Johnston
Johnston
Delightful 3-bedroom apartment with AC in charming Johnston

17. Spacious Lakehouse w/ Private Beach

Spacious Lakehouse w/ Private Beach
Coventry
10.0 out of 10, Exceptional, (7 reviews)
"My family had a wonderful and relaxing time. We made s’mores, enjoyed the lake, and had plenty of space. We wish we could have stayed longer. Thank you to our host."
United States
MIgdalia
The price is NZ$1,160
includes taxes & fees
23 Sept - 24 Sept
Spacious Lakehouse w/ Private Beach

18. Entire Private 1 bedroom apartment ✨XL bathroom💄👔✨Breakfast included🥞

Entire Private 1 bedroom apartment ✨XL bathroom💄👔✨Breakfast included🥞
Greeneville
10.0 out of 10, Exceptional, (9 reviews)
"Our stay here was for an overnight trip, it exceedee our expectations. It was cute, cozy, excellently maintained. It has a little charm to it and the continental breakfast was a nice touch by the host. Definitely would book again for trip. "
United States
Frank M.
The price is NZ$368
includes taxes & fees
23 Sept - 24 Sept
Entire Private 1 bedroom apartment ✨XL bathroom💄👔✨Breakfast included🥞

19. 2 BR. Free Parking. 7 min to Federal Hill. 2nd Floor APT

2 BR. Free Parking. 7 min to Federal Hill. 2nd Floor APT
Olneyville
10.0 out of 10, Exceptional, (3 reviews)
"Really convenient location! Local food spots were great!"
United States
Brianne C.
The price is NZ$630
includes taxes & fees
23 Sept - 24 Sept
2 BR. Free Parking. 7 min to Federal Hill. 2nd Floor APT

20. Luxury Home - Fire Pit - Beach Grill - 2 Decks

Luxury Home - Fire Pit - Beach Grill - 2 Decks
Smithfield
10.0 out of 10, Exceptional, (21 reviews)
"Very nice property. Great host. We left an air mattress as our appreciation. Thank you"
United States
cynthia P.
Luxury Home - Fire Pit - Beach Grill - 2 Decks
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 Killingly Hotel Reviews

Find out more about Killingly

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Killingly holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Killingly. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Killingly. Seeing all the best attractions is bound to make you fall in love with Killingly. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Killingly short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a holiday rental in Killingly?

Yes, there are holiday rentals close to the most popular sights in Killingly, 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 Killingly has to offer?

Lovely Historic Vintage home. Remodeled inside.: This holiday home rental outside of Killingly is located on a river, and has a fireplace, a garden and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals are there in Killingly?

Choose from 5 Expedia holiday rentals in Killingly for a memorable holiday.

What can I see and do in Killingly?

Cook Hill Road Pond and Little Pond are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Killingly Shopping Center and Old Furnace State Park.

What are holiday rentals like in Killingly?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Killingly. Holiday rentals offer amenities such as kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about cleanliness, a holiday rental can provide a sense of privacy away from public hotel lifts and bustling concierge desks while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great choice for family trips or small group gatherings.