Vacation rentals in Killingly

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Top-rated vacation rentals in Killingly

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favorite

Apartment in Woodstock Valley

4.93 out of 5 average rating, 331 reviews

“Tranquillity on the Lake ” Woodstock Valley, Ct.

Spring and Summer are upon us. Enjoy the beautiful view from your private lakeside suite. 1,400 sq feet of living space. Featuring Queen bed in Master. Queen sofa in living area. Cozy indoor propane fireplace. Kitchen -stove, full refrigerator, microwave. Enjoy private deck, propane fire pit, gaze at the moon & stars. Cook-Propane grill. Enjoy scenic walks around the lakes. Wake up to amazing sunrises. RELAX, ENJOY TRANQUILITY every season. New addition Woodstock Valley Country within two miles.

Nov 24 – Dec 1

$133 per night
Guest favorite

Guest suite in Thompson

4.98 out of 5 average rating, 112 reviews

Meadowside: Perfect Location w/ Endless Recreation

Perfect location, great value, & tons of privacy! Come stay at Meadowside! You'll be in a beautifully appointed and completely private 620 sq ft in-law suite. We're a quarter mile away from Webster Lake and an easy drive to all area attractions! Bring your boat, as we have plenty of room for your trailer in our parking lot-sized driveway! Room to sleep up to 4, king bed in the master, 1.5 baths, kitchen, laundry, front farmer's porch, and garden dining! You name it, it's here at Meadowside!

Aug 19 – 26

$130 per night
Guest favorite

Farm stay in Thompson

4.94 out of 5 average rating, 153 reviews

Wizard's Roost and Underhill Hollow

Have you ever slept on a floating bed, levitated a planet with a wand, played wizard's chess, spoken with a bird house, watched a heron hunt, crawled through a halfling door or fed goats by hand? At the Wizard's Roost you can do this plus much more. Animate a Pegasus, sample a Spider Crisp, go on a treasure hunt or find fairy houses all while staying in an A-C cabin with a full private bath. Built on the mythical site of Yarvard Hale School of Magic, this get away places you inside a dream.

Oct 20 – 27

$100 per night

Popular amenities for Killingly vacation rentals

Stay near Killingly's top sights

Brooklyn Country View Restaurant3 locals recommend
Hank's Restaurant4 locals recommend
Burger King3 locals recommend
Ocean State Job Lot3 locals recommend
The Ice Box4 locals recommend
Skydive Danielson7 locals recommend

Other great vacation rentals in Killingly

Guest favorite

Apartment in Dudley

4.82 out of 5 average rating, 348 reviews

웃❤️유 PRIVATE STUDIO - SAFE GORGEOUS HIDEOUT

Jun 10 – 17

$97 per night
Guest favorite

Guest suite in Coventry

4.93 out of 5 average rating, 210 reviews

Country retreat 25min to Hartford/15min to UCONN

Jun 2 – 9

$105 per night
Guest favorite

Cottage in Thompson

4.98 out of 5 average rating, 112 reviews

Private waterfront cottage on Quaddick Lake, CT

May 13 – 20

$207 per night
Guest favorite

Guesthouse in Uxbridge

5.0 out of 5 average rating, 118 reviews

Zen Inspired Private Suite with 2-mile Trail Loop

Nov 20 – 27

$141 per night
Guest favorite

Guest suite in Uxbridge

5.0 out of 5 average rating, 267 reviews

Beautiful, Unique, & Cozy Cedar Flat

Sep 28 – Oct 5

$122 per night
Guest favorite

Apartment in Killingly

4.94 out of 5 average rating, 70 reviews

2 Bedroom, 1st floor apartment

Dec 16 – 23

$86 per night
Guest favorite

Cottage in Killingly

4.86 out of 5 average rating, 50 reviews

Lake front Cottage located on Alexander’s Lake

Jul 19 – 26

$125 per night
Guest favorite

Farm stay in Killingly

5.0 out of 5 average rating, 14 reviews

"A FOOLS FOLLY FARM" a fun contemporary farmhouse2

Aug 27 – Sep 3

$306 per night
Guest favorite

Guest suite in Pomfret

4.98 out of 5 average rating, 89 reviews

Brookside Chalet

Jun 29 – Jul 6

$134 per night
Guest favorite

Home in Killingly

4.95 out of 5 average rating, 21 reviews

3 bedroom cottage on Beautiful Alexander's Lake

Jan 30 – Feb 6

$371 per night
Guest favorite

Bungalow in Pomfret

4.95 out of 5 average rating, 88 reviews

Pomfret private bungalow

Dec 12 – 19

$130 per night
Guest favorite

Tiny home in West Greenwich

4.89 out of 5 average rating, 37 reviews

Waterfront lake home 1 Bed 1 Bath cottage

Nov 21 – 28

$110 per night

Destinations to explore

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  3. Connecticut
  4. Windham County
  5. Killingly