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Killingly Vacation Rentals

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Check prices for these dates

In two weeks
Aug 7 - Aug 9
In two months
Sep 18 - Sep 20
In three months
Oct 16 - Oct 18
In four months
Nov 13 - Nov 15

Our top choices for Killingly vacation rentals

Exterior

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
$180 nightly
The price is $204
Aug 2 - Aug 3
Total with taxes and fees
The Carriage House at Chaprae Hall
TV

6 Beds Home w/Game Room Perfect for Groups

6 Beds Home w/Game Room Perfect for Groups
Killingly
$588 nightly
The price is $698
Jul 22 - Jul 23
Total with taxes and fees
6 Beds Home w/Game Room Perfect for Groups
Exterior detail

Cozy 1-bedroom cottage in serene Pomfret.

Cozy 1-bedroom cottage in serene Pomfret.
Pomfret
10.0 out of 10, Exceptional, (1 review)
"We were up in Pomfret for a wedding in the area. Perfect location for us; walkable to a local cafe (Vanilla Bean) for breakfast. The place sits on a large piece of property complete with pond; beautiful setting, very peaceful. Plenty of space for parking; water pressure was great for showers and appreciate the travel size lotions, shampoo, etc ! Overall a great experience. Would highly recommend, especially for parents of students who attend The Pomfret School (boarding). Perfect location...
United States
Stephanie K.
$277 nightly
The price is $314
Jul 22 - Jul 23
Total with taxes and fees
Cozy 1-bedroom cottage in serene Pomfret.
Interior

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.
$171 nightly
The price is $194
Jul 22 - Jul 23
Total with taxes and fees
The Tree House at Underhill Hollow
Terrace/patio

Stunning Lakefront Escape! Book Your Dream Getaway!

Stunning Lakefront Escape! Book Your Dream Getaway!
Woodstock
10.0 out of 10, Exceptional, (26 reviews)
"Great experience. Thank you "
United States
edmund d.
$655 nightly
The price is $741
Jul 22 - Jul 23
Total with taxes and fees
Stunning Lakefront Escape! Book Your Dream Getaway!
Exterior

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.
$224 nightly
The price is $253
Jul 22 - Jul 23
Total with taxes and fees
Charming 2-bedroom apartment in welcoming Putnam - 2nd Floor
Exterior

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.
$166 nightly
The price is $188
Jul 22 - Jul 23
Total with taxes and fees
Wizard's Roost at Underhill Hollow
Property grounds

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.
$166 nightly
The price is $188
Aug 2 - Aug 3
Total with taxes and fees
SteamPunk Bunk House and Intergalactic Way Station
Interior

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.
$234 nightly
The price is $264
Jul 23 - Jul 24
Total with taxes and fees
Spacious, unique barn with beautiful views.
Dining

Secluded 2-Acre Lakefront Home! Book Your Getaway!

Secluded 2-Acre Lakefront Home! Book Your Getaway!
Woodstock
9.8 out of 10, Exceptional, (87 reviews)
"The hosts were welcoming and the house was very clean and a great place to stay!"
United States
Emma S.
$684 nightly
The price is $774
Jul 22 - Jul 23
Total with taxes and fees
Secluded 2-Acre Lakefront Home! Book Your Getaway!
Exterior detail

Historic Colonial Guest House with Live Music Fridays in Voluntown, Connecticut

Historic Colonial Guest House with Live Music Fridays in Voluntown, Connecticut
Voluntown
$904 nightly
The price is $1,026
Jul 23 - Jul 24
Total with taxes and fees
Historic Colonial Guest House with Live Music Fridays in Voluntown, Connecticut
Exterior

Safari Tent Glamping with Firepit & Forest Deck in Voluntown, Connecticut

Safari Tent Glamping with Firepit & Forest Deck in Voluntown, Connecticut
Voluntown
$561 nightly
The price is $634
Jul 23 - Jul 24
Total with taxes and fees
Safari Tent Glamping with Firepit & Forest Deck in Voluntown, Connecticut
Property grounds

Family-friendly 2- Bedroom Webster Home w/Cozy Balcony

Family-friendly 2- Bedroom Webster Home w/Cozy Balcony
Webster
9.6 out of 10, Exceptional, (5 reviews)
"Owner was easy to communicate with. Cute and cozy unit that meet all of our needs for our trip."
United States
Rachele T.
$341 nightly
The price is $381
Jul 26 - Jul 27
Total with taxes and fees
Family-friendly 2- Bedroom Webster Home w/Cozy Balcony
1 bedroom

Charming Cabin Retreat with Porch & Firepit Nights in Voluntown, Connecticut

Charming Cabin Retreat with Porch & Firepit Nights in Voluntown, Connecticut
Voluntown
$426 nightly
The price is $483
Jul 23 - Jul 24
Total with taxes and fees
Charming Cabin Retreat with Porch & Firepit Nights in Voluntown, Connecticut
Dining

Lovely Historic Vintage home. Remodeled inside.

Lovely Historic Vintage home. Remodeled inside.
Johnston
9.4 out of 10, Exceptional, (46 reviews)
"My host was awesome. The house was is a nice neighborhood everything we needs so close. "
United States
Tina N.
$414 nightly
The price is $472
Jul 28 - Jul 29
Total with taxes and fees
Lovely Historic Vintage home. Remodeled inside.
Outdoor dining

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

Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD
Ashford
9.6 out of 10, Exceptional, (22 reviews)
"The location of the home was perfect. The lake was beautiful and was a great place to walk. "
United States
Lynn D.
$411 nightly
The price is $467
Aug 18 - Aug 19
Total with taxes and fees
Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD
Exterior

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

Lakefront - King - PetsOK - W&D - Fire Pit - Kayak
Ashford
9.2 out of 10, Wonderful, (36 reviews)
"Adorable cottage in a great location with all the items we needed to enjoy our time. "
United States
Lynn R.
$389 nightly
The price is $440
Jul 26 - Jul 27
Total with taxes and fees
Lakefront - King - PetsOK - W&D - Fire Pit - Kayak
Apartment (2 Bedrooms) | Interior

5 Mi to Brown U: Pet-friendly Apt, Walk to Dining!

5 Mi to Brown U: Pet-friendly Apt, Walk to Dining!
3.0 star property
North Providence
8.0 out of 10, Very Good, (1 review)
"It was a good rental place in a quiet neighborhood. The apartment was cozy and clean and we enjoyed our stay there."
United States
Andrew
$315 nightly
The price is $359
Aug 2 - Aug 3
Total with taxes and fees
5 Mi to Brown U: Pet-friendly Apt, Walk to Dining!
Smart TV

Lovely home 3 -bedroom apartment in center of Providence for a relaxing stay!

Lovely home 3 -bedroom apartment in center of Providence for a relaxing stay!
Wanskuck
10.0 out of 10, Exceptional, (3 reviews)
"Stayed for the weekend to attend a youth hockey tournament at Providence College. The place was great easy access to Providence College (3 minutes), clean rooms, and easy to communicate with host:) "
United States
Jenn B.
$316 nightly
The price is $360
Jul 22 - Jul 23
Total with taxes and fees
Lovely home 3 -bedroom apartment in center of Providence for a relaxing stay!
Smart TV

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)
"Enjoyed our stay, plenty of room and quiet. Had everything we needed and more. I will rent again for sure."
United States
chad m.
$160 nightly
The price is $180
Jul 27 - Jul 28
Total with taxes and fees
3 bed apartment, 5 mi to Mohegan/10 to Foxwoods
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

Comfort Suites West Warwick - Providence

Comfort Suites West Warwick - Providence

10/10 Excellent
"I had a great, the room, the bed was comfortable, I got a good night rest."
Eli 1-night trip
Posted less than an hour ago
Comfort Suites West Warwick - Providence

Find out more about Killingly

Everything you need to know about Killingly 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 Killingly vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Killingly vacation 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 low season months. For more hustle and bustle, you may prefer to visit Killingly in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $96 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Killingly rentals

At Expedia, we put the best Killingly 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 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 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 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 vacation rental in Killingly?

Yes, we offer vacation rentals near the most popular sights in Killingly, or you can select a more remote option if you're looking for relaxation.

What's the top vacation rental that Killingly has to offer?

3-bedroom house on Webster Lake with amazing views, beach and boat launch access: Visitors like this Killingly vacation home rental. It is located on the beach and has a fireplace, a patio, and a barbecue grill 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 you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

How many vacation rentals are there in Killingly?

Choose from 4 Expedia vacation rentals in Killingly for a memorable vacation.

What can I see and do in Killingly?

Cook Hill Road Pond and Ware Pond are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Brooklyn Common Shopping Center and Skydive Danielson.

What are vacation rentals like in Killingly?

Vacation rentals are privately owned accommodations you can reserve for several days or more in Killingly. Vacation rentals feature amenities such as patios, hot tubs, and fire pits so you'll have a home away from home. If you're concerned about cleanliness, a vacation rental can offer a sense of safety away from shared hotel elevators and busy reception areas 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 a popular choice for family trips.