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Sterling Holiday Rentals

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Our top choices for Sterling holiday rentals

1. 6 Beds Home w/Game Room Perfect for Groups

6 Beds Home w/Game Room Perfect for Groups
Killingly
6 Beds Home w/Game Room Perfect for Groups

2. 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$302
includes taxes & fees
1 Sept - 2 Sept
Beautiful Lakeside Haven at the Pines

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.
Mohegan Sun Getaway Large Group Retreat

4. Lakeside Landing - cabin retreat in North Stonington with cozy vibes

Lakeside Landing - cabin retreat in North Stonington with cozy vibes
North Stonington
10.0 out of 10, Exceptional, (1 review)
"Peaceful. Quiet neighborhood. Close to fox woods and westerly ri. Great restaurants on water"
United States
Lori F.
The price is NZ$520
includes taxes & fees
15 Sept - 16 Sept
Lakeside Landing - cabin retreat in North Stonington with cozy vibes

5. 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$442
includes taxes & fees
30 Aug - 31 Aug
Spacious, unique barn with beautiful views.

6. 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, (8 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$351
includes taxes & fees
24 Sept - 25 Sept
Entire Private 1 bedroom apartment ✨XL bathroom💄👔✨Breakfast included🥞

7. 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$681
includes taxes & fees
22 Sept - 23 Sept
15 to Foxwoods, 20 Mohegan – Lake & Casino Escape

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, (6 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$374
includes taxes & fees
22 Sept - 23 Sept
Charming 2-bedroom apartment in welcoming Putnam - 2nd Floor

9. 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, (45 reviews)
"Great stay!"
United States
Trevor B.
The price is NZ$302
includes taxes & fees
8 Sept - 9 Sept
3 bed apartment, 5 mi to Mohegan/10 to Foxwoods

10. The Tree House at Underhill Hollow

The Tree House at Underhill Hollow
Thompson
9.4 out of 10, Exceptional, (40 reviews)
"Great space, lots of fun."
United States
Douglas C.
The price is NZ$324
includes taxes & fees
3 Sept - 4 Sept
The Tree House at Underhill Hollow

11. Wilderness Camp

Wilderness Camp
Richmond
The price is NZ$162
includes taxes & fees
28 Aug - 29 Aug
Wilderness Camp

12. 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$314
includes taxes & fees
3 Sept - 4 Sept
Wizard's Roost at Underhill Hollow

13. The Horse Carriage 2 miles from Foxwoods Casino

The Horse Carriage 2 miles from Foxwoods Casino
Preston
10.0 out of 10, Exceptional, (4 reviews)
"Super short stay but welcoming, clean and convenient for location"
United States
Christina S.
The price is NZ$776
includes taxes & fees
22 Sept - 23 Sept
The Horse Carriage 2 miles from Foxwoods Casino

14. Welcome to the Wood River Retreat! Newly remodeled apartment is a quiet area.

Welcome to the Wood River Retreat! Newly remodeled apartment is a quiet area.
Richmond
9.6 out of 10, Exceptional, (5 reviews)
"Thank you for the wonderful stay Ben and Katie. We loved the neighborhood and town we were in and loved the campfire and river spot. Ben, Katie, and their two boys were amazing host for us."
United States
Melissa G.
The price is NZ$585
includes taxes & fees
7 Sept - 8 Sept
Welcome to the Wood River Retreat! Newly remodeled apartment is a quiet area.

15. SteamPunk Bunk House and Intergalactic Way Station

SteamPunk Bunk House and Intergalactic Way Station
Thompson
10.0 out of 10, Exceptional, (17 reviews)
"Enjoyed our stay. Loved being out in the countryside "
United States
Pauline S.
The price is NZ$314
includes taxes & fees
3 Sept - 4 Sept
SteamPunk Bunk House and Intergalactic Way Station

16. Beautiful Cabin @ Fox Landing, near casinos

Beautiful Cabin @ Fox Landing, near casinos
Preston
9.8 out of 10, Exceptional, (19 reviews)
"Property was quiet and relaxing, overall great experience."
United States
Jeremy L.
The price is NZ$937
includes taxes & fees
16 Sept - 17 Sept
Beautiful Cabin @ Fox Landing, near casinos

17. ROMANTIC SPA RETREAT MINUTES TO MOHEGAN SUN CASINO

ROMANTIC SPA RETREAT MINUTES TO MOHEGAN SUN CASINO
Norwich
9.8 out of 10, Exceptional, (18 reviews)
"Nice comfy stay in the beautiful room , Amanda was spot on with everything and very alert with any messages "
United States
Lenny R.
The price is NZ$552
includes taxes & fees
8 Sept - 9 Sept
ROMANTIC SPA RETREAT MINUTES TO MOHEGAN SUN CASINO

18. Cozy Villa Spa Retreat - Near Mohegan, Hot Tub, Pools, Sauna, Spa on Premise

Cozy Villa Spa Retreat - Near Mohegan, Hot Tub, Pools, Sauna, Spa on Premise
Norwich
9.6 out of 10, Exceptional, (62 reviews)
"Beautfil and convenient place. We stayed just one night and the location is perfect since it's just by the Spa."
United States
Aura
The price is NZ$452
includes taxes & fees
8 Sept - 9 Sept
Cozy Villa Spa Retreat - Near Mohegan, Hot Tub, Pools, Sauna, Spa on Premise

19. 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$1,114
includes taxes & fees
1 Sept - 2 Sept
Spacious Lakehouse w/ Private Beach
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 Sterling Hotel Reviews

Find out more about Sterling

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 Sterling 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 Sterling. 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 Sterling. Seeing all the best attractions is bound to make you fall in love with Sterling. 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 Sterling short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a holiday rental in Sterling?

Yes, there are holiday rentals close to the most popular sights in Sterling, or you can select a more secluded option if you're looking for a relaxing stay. Sterling is known for its shopping and restaurants.

What are some of the best holiday rentals that Sterling has to offer?

NEW! Beautiful Stone House Near Mystic, Beaches & Foxwoods. Pets Welcome.: This holiday home rental outside of Sterling is located next to a golf course, and has a fireplace, a patio 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. You can relax into your holiday with a garden and a selection of games.

What’s there to see and do in Sterling?

Explore the area and family-friendly sights such as Brown and Hopkins Country Store, or get out into nature at a spot like Moosup Pond Beach. Other places in town to visit include Moosup Valley State Park Trail and Dr. Olav and Anna-Lisa Laakso Preserve.

What’s a holiday rental in Sterling like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Sterling. Holiday rentals offer extras like laundry facilities and kitchens to help you enjoy your stay. If you're concerned about cleanliness, holiday rentals can offer a sense of privacy away from shared hotel lifts and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental a great option for family trips or small group gatherings.