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Vacation rentals in Sterling

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Top-rated vacation rentals in Sterling

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

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Home in Coventry

4.84 out of 5 average rating, 107 reviews

Awesome 3 bed vacation lake house. Great location!

Three bedroom house right on Johnson’s Pond with private water access right in the back yard. House features queen master with deck overlooking the pond. 2nd bedroom features a full bed with twin bunk bed above along with a stand alone twin bed. 3rd bedroom has a queen bed. Perfect for one or two couples to share. Full kitchen and laundry along with WiFi and streaming services. Use of 2 kayaks and pedal boat. Just two miles from I-95, so everything in southern New England is just minutes away!!

Nov 1 – 8

G$36,489 GYD per night

Guest suite in Thompson

4.98 out of 5 average rating, 114 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 23 – 30

G$31,092 GYD per night

Farm stay in Thompson

4.94 out of 5 average rating, 160 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 21 – 28

G$24,118 GYD per night

Tiny home in Smithfield

4.97 out of 5 average rating, 591 reviews

Tiny Home Eco-Cottage w/ Lake View + Pet Friendly

Good things definitely come in pet friendly, environmentally conscious, small packages. Solar upgrade makes this lake front cottage 100% energy efficient. Built with an open, thoughtful design offering private bath, washer/dryer, full kitchen, Hotel Suite Luxury bedding and Tempur-Pedic mattress, blazing fast wifi, 46"HDTV (w/ Netflix, Sling, Prime and Plex), private deck with nice lake view. Cozy, charming and stocked with everything you could want for a perfect vacation or staycation.

Nov 16 – 23

G$32,814 GYD per night

Apartment in Windham

4.89 out of 5 average rating, 101 reviews

One bedroom, newly renovated clean and quiet .

Your home away from home. Queen size bed. End unit facing the woods in a quiet 6 unit apartment building. Off street parking. Pay laundry. Food shopping only a 2 minute walk for that emergency ice cream fix or last minute beverage. 5 minute drive to romantic Willimantic and 15 to Norwich. Casinos are 25 minutes away. All appliances are brand new as of 1/20/21. Glass top stove, fridge, microwave and dishwasher. Tile wood and carpet are also new and has central heat and air conditioning.

Jan 24 – 31

G$19,378 GYD per night

Guesthouse in Killingly

4.97 out of 5 average rating, 116 reviews

The Carriage House at Chaprae Hall

Welcome to the Carriage House at Chaprae Hall! A cozy, quiet respite from a busy world awaits you. This fully furnished & appointed vintage living space has been updated over the years to be an inviting and welcoming stop for your journey. Whether you’re traveling for business, in town for an event, or looking for a central home base for day trips across southern New England, we've got you covered with your own kitchen, full bath, living space, and bedroom with a queen-sized bed.

Sep 17 – 24

G$23,185 GYD per night

Farm stay in Hopkinton

4.98 out of 5 average rating, 192 reviews

Farm with a few goats on a lake close to beaches.

This is a bright walk out apartment in our home with a private entrance. We will be here but we give you all the privacy that you want. I have recently lost 3 goats. I still have two goats. This is a rural town 7 miles from Westerly, Rhode Island, and about 12 miles from Mystic. Please read the whole description of this property to make sure it is suitable for your family. Please read my reviews. I think my guests describe the accommodation even better than I do!

Nov 13 – 20

G$33,433 GYD per night

Farm stay in Woodstock

4.98 out of 5 average rating, 168 reviews

Barn suite at Southwood Alpacas

Country living at its best. Renovated guest space on a working alpaca farm. This is a two story unit with a kitchenette, living room and bathroom on the first floor and a studio loft on the second floor. Two decks, one on each level overlook the farm. Recently renovated. Great light floods the unit. Central heat & AC. Enjoy the farm and the bucolic setting in Woodstock. Watch the alpaca from your windows or deck. Cafes for morning breakfast and fine dining await.

Nov 25 – Dec 2

G$28,650 GYD per night

Guest suite in Brooklyn

4.92 out of 5 average rating, 153 reviews

Affordable In-Law Apartment in Brooklyn, CT

This is a great in-law style apartment which was fully renovated in 2020. It can be booked for short stays or more lengthy visits to Northeast CT. The apartment is one minute from Scenic route 169 and Route 6. It is 30 minutes to UCONN and ECSU. We are close toThe Pomfret School/Rectory School. It is 35 mins to Mohegan Sun and Foxwoods. My place is rural and peaceful. It is good for couples, solo adventurers, business travelers, and families.

Sep 9 – 16

G$15,397 GYD per night

Guest suite in South Kingstown

4.94 out of 5 average rating, 116 reviews

Guest suite on private lake

Scenic lake-front guest suite and access to 2 kayaks. Lake is ideal for swimming, fishing and paddle boarding. Five minutes to the Amtrak station, thirty to Newport, RI and fifteen to RI's best beaches. If you are interested in touring New England, the location is ideal for day trips to Martha's Vineyard, Boston, and NYC. Property sits in the shadow of URI. The suite sleeps up to 2 comfortably, with a queen-sized bed.

Jun 10 – 17

G$30,325 GYD per night

Apartment in Ashford

4.97 out of 5 average rating, 221 reviews

Enjoy a Farm Stay without the Work

This 3-room one-story apartment with private entrance is attached to the main 1850 farmhouse. Only 10 minutes to Interstate 84 and midway between New York City and Boston, this location allows for ease of access to experiences in the northeast. The property is set back from the state road (Route 89) and allows for relaxed living on a beautiful farm bordered by stone walls and wooded area behind.

Dec 16 – 23

G$15,070 GYD per night

Apartment in Norwich

4.9 out of 5 average rating, 227 reviews

Cozy Stay w Pool 4 mi to Mohegan, 7 mi to Foxwoods

The pool is open Memorial Day to Labor Day! Welcome to our charming 2-bedroom apartment. This centrally located spot is the perfect getaway to escape the hustle and bustle of the big city and enjoy a more relaxed pace of life. The unit comes in at a spacious 950 sq ft - ideally suited for couples, solo travelers, families and can comfortably accommodate up to 4 people.

Jun 10 – 17

G$29,141 GYD per night

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Air conditioning

Other great vacation rentals in Sterling

Cottage in Killingly

4.94 out of 5 average rating, 420 reviews

Lake front cottage

Dec 5 – 12

G$33,412 GYD per night

Cottage in Chaplin

4.88 out of 5 average rating, 128 reviews

Clark Cottage in the historic village in Chaplin

Feb 14 – 21

G$27,853 GYD per night

Guesthouse in Hampton

4.95 out of 5 average rating, 118 reviews

Spacious, unique barn with beautiful views.

Aug 3 – 10

G$36,631 GYD per night

Apartment in Woodstock Valley

4.93 out of 5 average rating, 335 reviews

“Tranquillity on the Lake ” Woodstock Valley, Ct.

Nov 12 – 19

G$31,695 GYD per night

Farm stay in North Stonington

4.99 out of 5 average rating, 134 reviews

Mystic Country Farm Stay

Aug 9 – 16

G$86,265 GYD per night

Apartment in Killingly

4.94 out of 5 average rating, 71 reviews

2 Bedroom, 1st floor apartment

Sep 17 – 24

G$20,809 GYD per night

Tiny home in West Greenwich

4.87 out of 5 average rating, 39 reviews

Waterfront lake home 1 Bed 1 Bath cottage

Dec 13 – 20

G$26,183 GYD per night

Home in Coventry

5.0 out of 5 average rating, 23 reviews

painted acres country getaway

Oct 31 – Nov 7

G$44,417 GYD per night

Destinations to explore