Book Holiday Homes in Sterling

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Featured Holiday Homes in Sterling

Waterfront 4bed, 3.5bath home in downtown East Greenwich walk to Main Street!

Waterfront 4bed, 3.5bath home in downtown East Greenwich walk to Main Street!

East Greenwich
A stay at this vacation home places you in the heart of East Greenwich, within a 5-minute drive of Windmill Cottage and Goddard Memorial State Park.
Waterfront 4bed, 3.5bath home in downtown East Greenwich walk to Main Street!
Trendy 2nd Floor Townhome near Federal Hill in Providence

Trendy 2nd Floor Townhome near Federal Hill in Providence

Providence
With a stay at this vacation home in Providence (Mount Pleasant), you'll be a 4-minute drive from Rhode Island Convention Center and 6 minutes from Brown ...
Trendy 2nd Floor Townhome near Federal Hill in Providence
Glamping with sheep in a renovated 1972 Ace camper on 48 acres

Glamping with sheep in a renovated 1972 Ace camper on 48 acres

Cranston
Located in Cranston, this vacation home is in a rural location, within a 5-minute drive of Miracle Mile of Shopping and Warwick Mall.
Glamping with sheep in a renovated 1972 Ace camper on 48 acres
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Brand new home minutes to casino

Brand new home minutes to casino

Ledyard
The price is AU$525 per night from 3 Dec to 4 Dec
AU$525
includes taxes & fees
3 Dec - 4 Dec
With a stay at this vacation home in Ledyard, you'll be within a 10-minute drive of Mohegan Sun Casino and Foxwoods Resort Casino.
Brand new home minutes to casino
NEW Listing: LAKEFRONT Home w/ Dock, Theater Room, Firepit. Near Mystic, Casinos

NEW Listing: LAKEFRONT Home w/ Dock, Theater Room, Firepit. Near Mystic, Casinos

Griswold
Located in Jewett City, this vacation home is on the waterfront, within a 10-minute drive of Hopeville Pond State Park and Hartford Healthcare Group.
NEW Listing: LAKEFRONT Home w/ Dock, Theater Room, Firepit. Near Mystic, Casinos
1 Acre, Central Air, Firepit, Fenced Yard, Patio, Dishwasher, Washer/Dryer

1 Acre, Central Air, Firepit, Fenced Yard, Patio, Dishwasher, Washer/Dryer

East Greenwich
The price is AU$763 per night from 5 Dec to 6 Dec
AU$763
includes taxes & fees
5 Dec - 6 Dec
Located in East Greenwich, this vacation home is a 5-minute drive from Windmill Cottage and 5 minutes from Armory of the Kentish Guards.
1 Acre, Central Air, Firepit, Fenced Yard, Patio, Dishwasher, Washer/Dryer
The Tree House at Underhill Hollow

The Tree House at Underhill Hollow

Thompson
The price is AU$290 per night from 26 Nov to 27 Nov
AU$290
includes taxes & fees
26 Nov - 27 Nov
This vacation home is 3.5 mi (5.6 km) from Thompson International Speedway and 4.8 mi (7.8 km) from Bradley Playhouse.
The Tree House at Underhill Hollow
Breathtaking Lakefront Property! Cozy house! Special off-season rates!

Breathtaking Lakefront Property! Cozy house! Special off-season rates!

Woodstock
The price is AU$833 per night from 5 Dec to 6 Dec
AU$833
includes taxes & fees
5 Dec - 6 Dec
When you stay at this vacation home in Woodstock, you'll be on the beach, within a 5-minute drive of Taylor Brooke Winery and Roseland Cottage.
Breathtaking Lakefront Property! Cozy house! Special off-season rates!
3.3miles to Mohegan Sun, Barn style house. Newly renovated

3.3miles to Mohegan Sun, Barn style house. Newly renovated

Norwich
Located in Norwich (Norwichtown), this vacation home is within a 10-minute drive of Mohegan Sun Casino and Mohegan Sun Arena.
3.3miles to Mohegan Sun, Barn style house. Newly renovated
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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.

Sterling Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Sterling vacation homes are the perfect way for you to wing it.

Holiday houses in Sterling let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Sterling in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Sterling adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Sterling with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Sterling vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Sterling Holiday Homes essential information

Accommodation
106 Holiday Homes
Lowest Price
AU$124
Highest Price
AU$833
Popular accommodation
Waterfront 4bed, 3.5bath home in downtown East Greenwich walk to Main Street!, Trendy 2nd Floor Townhome near Federal Hill in Providence, Glamping with sheep in a renovated 1972 Ace camper on 48 acres, Brand new home minutes to casino, NEW Listing: LAKEFRONT Home w/ Dock, Theater Room, Firepit. Near Mystic, Casinos, 1 Acre, Central Air, Firepit, Fenced Yard, Patio, Dishwasher, Washer/Dryer, The Tree House at Underhill Hollow, Breathtaking Lakefront Property! Cozy house! Special off-season rates!, 3.3miles to Mohegan Sun, Barn style house. Newly renovated

Top trending hotels in Sterling

Bellissimo Hotel, Trademark by Wyndham Near Foxwoods Casino

Bellissimo Hotel, Trademark by Wyndham Near Foxwoods Casino

3.5 out of 5
411A & 411B Norwich Westerly Road, North Stonington, CT
Fully refundableReserve now, pay when you stay
The price is AU$180 per night from 23 Dec to 24 Dec
AU$180
includes taxes & fees
23 Dec - 24 Dec
Located in North Stonington, Bellissimo Hotel, Trademark by Wyndham Near Foxwoods Casino is within a 10-minute drive of Lake of Isles and Jonathan Edwards ...
Bellissimo Hotel, Trademark by Wyndham Near Foxwoods Casino
Hilltop Inn & Suites - North Stonington

Hilltop Inn & Suites - North Stonington

2.5 out of 5
373 Norwich Westerly Rd, North Stonington, CT
Fully refundableReserve now, pay when you stay
The price is AU$124 per night from 5 Dec to 6 Dec
AU$124
includes taxes & fees
5 Dec - 6 Dec
Located in North Stonington, Hilltop Inn and Suites, near Foxwoods Casino is in a rural location, within a 10-minute drive of Foxwoods Resort Casino and Tanger ...
Hilltop Inn & Suites - North Stonington
Hilton Garden Inn Preston Casino Area

Hilton Garden Inn Preston Casino Area

3 out of 5
5 Watson Rd, Preston, CT
Fully refundableReserve now, pay when you stay
The price is AU$186 per night from 2 Dec to 3 Dec
AU$186
includes taxes & fees
2 Dec - 3 Dec
With a stay at Hilton Garden Inn Preston Casino Area, you'll be centrally located in Preston, within a 5-minute drive of Foxwoods Resort Casino and Grand Theater ...
Hilton Garden Inn Preston Casino Area
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Crowne Plaza Providence-Warwick Airport, an IHG Hotel

Crowne Plaza Providence-Warwick Airport, an IHG Hotel

3.5 out of 5
801 Greenwich Ave, Warwick, RI
Fully refundable
The price is AU$209 per night from 24 Nov to 25 Nov
AU$209
includes taxes & fees
24 Nov - 25 Nov
When you stay at Crowne Plaza Providence-Warwick Airport, an IHG Hotel in Warwick, you'll be near the airport, within a 15-minute drive of Roger Williams Park ...
Crowne Plaza Providence-Warwick Airport, an IHG Hotel
Don't see what you're looking for?
See all available properties in Sterling
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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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.