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Killingly Holiday Rentals

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Our top choices for Killingly holiday rentals

1. The Carriage House at Chaprae Hall

The Carriage House at Chaprae Hall
Killingly
10.0 out of 10, Exceptional, (33 reviews)
"Just as advertised clean and comfortable, thank you gentlemen. Keep up the good work. :)"
United States
Herbert
The Carriage House at Chaprae Hall

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

6 Beds Home w/Game Room Perfect for Groups
Killingly
The price is NZ$1,176
includes taxes & fees
10 Aug - 11 Aug
6 Beds Home w/Game Room Perfect for Groups

3. 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$1,171
includes taxes & fees
10 Aug - 11 Aug
Mohegan Sun Getaway Large Group Retreat

4. The Tree House at Underhill Hollow

The Tree House at Underhill Hollow
Thompson
9.4 out of 10, Exceptional, (39 reviews)
"Nice place to stay has good air conditioning "
United States
Zachary P.
The price is NZ$330
includes taxes & fees
9 Aug - 10 Aug
The Tree House at Underhill Hollow

5. Wizard's Roost at Underhill Hollow

Wizard's Roost at Underhill Hollow
North Grosvenordale
9.6 out of 10, Exceptional, (24 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$320
includes taxes & fees
10 Aug - 11 Aug
Wizard's Roost at Underhill Hollow

6. SteamPunk Bunk House and Intergalactic Way Station

SteamPunk Bunk House and Intergalactic Way Station
Thompson
10.0 out of 10, Exceptional, (16 reviews)
"Enjoyed our stay. Loved being out in the countryside "
United States
Pauline S.
The price is NZ$319
includes taxes & fees
15 Aug - 16 Aug
SteamPunk Bunk House and Intergalactic Way Station

7. Cozy 1-bedroom cottage in serene Pomfret.

Cozy 1-bedroom cottage in serene Pomfret.
Pomfret
10.0 out of 10, Exceptional, (2 reviews)
"I had a lovely stay at the cottage! It was clean, comfortable, and quiet with a great view. The hosts were very helpful."
United States
Aaron H.
The price is NZ$533
includes taxes & fees
8 Aug - 9 Aug
Cozy 1-bedroom cottage in serene Pomfret.

8. 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, (5 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$420
includes taxes & fees
7 Sept - 8 Sept
Charming 2-bedroom apartment in welcoming Putnam - 2nd Floor

9. Spacious, unique barn with beautiful views.

Spacious, unique barn with beautiful views.
Hampton
9.6 out of 10, Exceptional, (5 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$446
includes taxes & fees
17 Aug - 18 Aug
Spacious, unique barn with beautiful views.

10. Quintessential New England Home w/ Patio & Grill!

Quintessential New England Home w/ Patio & Grill!
Putnam
10.0 out of 10, Exceptional, (8 reviews)
"A perfect place to bring our family together to celebrate our parents’ 50th anniversary! The house had everything we needed, was beautifully decorated and thoughtfully furnished, and felt warm and welcoming from the moment we arrived. A truly special stay."
United States
Laurie and Dan C.
The price is NZ$1,513
includes taxes & fees
9 Aug - 10 Aug
Quintessential New England Home w/ Patio & Grill!

11. Quintessential New England Home w/ Patio & Grill!

Quintessential New England Home w/ Patio & Grill!
3.0 star property
Putnam
The price is NZ$1,542
includes taxes & fees
9 Aug - 10 Aug
Quintessential New England Home w/ Patio & Grill!

12. 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$343
includes taxes & fees
1 Sept - 2 Sept
Beautiful Lakeside Haven at the Pines

13. Stunning Lakefront Escape! Book Your Dream Getaway!

Stunning Lakefront Escape! Book Your Dream Getaway!
Woodstock
10.0 out of 10, Exceptional, (27 reviews)
"Great experience. Thank you "
United States
edmund d.
The price is NZ$1,245
includes taxes & fees
11 Aug - 12 Aug
Stunning Lakefront Escape! Book Your Dream Getaway!

14. Delightful 2-bedroom apartment in charming Norwich awaits you

Delightful 2-bedroom apartment in charming Norwich awaits you
Norwich
The price is NZ$398
includes taxes & fees
10 Aug - 11 Aug
Delightful 2-bedroom apartment in charming Norwich awaits you

15. 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$374
includes taxes & fees
1 Sept - 2 Sept
By D&D Vacation Rental

16. Free coffee and tea +Close to casinos+bus stop+downtown+marina

Free coffee and tea +Close to casinos+bus stop+downtown+marina
Greeneville
10.0 out of 10, Exceptional, (6 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$303
includes taxes & fees
29 Aug - 30 Aug
Free coffee and tea +Close to casinos+bus stop+downtown+marina

17. Welcome to The Adrianne!

Welcome to The Adrianne!
Elmhurst
10.0 out of 10, Exceptional, (13 reviews)
" Well, maintained home in a quiet walkable neighborhood. Great kitchen, comfy bed."
United States
Susan S.
The price is NZ$756
includes taxes & fees
10 Aug - 11 Aug
Welcome to The Adrianne!

18. 15 to Foxwoods, 20 Mohegan – Lake & Casino Escape

15 to Foxwoods, 20 Mohegan – Lake & Casino Escape
Griswold
9.6 out of 10, Exceptional, (4 reviews)
"Property is located in a quiet neighborhood and very convenient location to other places. Owner was very nice and easy to communicate with. Thank you for sharing your place on the lake!"
United States
Diana C.
The price is NZ$768
includes taxes & fees
10 Aug - 11 Aug
15 to Foxwoods, 20 Mohegan – Lake & Casino Escape

19. 3 bed apartment, 5 mi to Mohegan/10 to Foxwoods

3 bed apartment, 5 mi to Mohegan/10 to Foxwoods
Laurel Hill
9.6 out of 10, Exceptional, (44 reviews)
"The place is a bit unique and in a run down neighborhood but close enough to everything we needed and was well equipped and clean."
United States
Gina M.
The price is NZ$308
includes taxes & fees
9 Aug - 10 Aug
3 bed apartment, 5 mi to Mohegan/10 to Foxwoods

20. Treehouse - Countryside - Farm Animals - Fire Pit

Treehouse - Countryside - Farm Animals - Fire Pit
Willington
9.4 out of 10, Exceptional, (36 reviews)
"Loved my "staycation" at the Tree house. I just needed a couple of days to relax. Carmen and Joe are very friendly. Loved the location, the scenery and the animals. Great place to unwind. Would love to go back some time, maybe in the fall, I bet it's beautiful."
United States
mythra 7.
The price is NZ$528
includes taxes & fees
1 Sept - 2 Sept
Treehouse - Countryside - Farm Animals - Fire Pit
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

Everything you need to know about Killingly holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Killingly holiday rental for you. At Expedia, you can take your pick from private holiday 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 Killingly holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Killingly holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Killingly. 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 Killingly holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Killingly holiday rentals we have selected for you start as low as NZ$181 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Killingly rentals

At Expedia, we put the best Killingly holiday 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 Killingly 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 Killingly holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Killingly. 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 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?

Waterfront 3-bedroom w Firepit, Game Room, ~1 mile to Foxwoods, Great Wolf Lodge: This holiday home rental outside of Killingly is located on the waterfront, and has a patio, 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 fridge, a stovetop and a microwave, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

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 Smith Pond are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Killingly Commons and Skydive Danielson.

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.