Book Holiday Homes in Sterling

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Featured Holiday Homes in Sterling

Waterfront 3-bedroom w Firepit, Game Room, ~1 mile to Foxwoods, Great Wolf Lodge

Waterfront 3-bedroom w Firepit, Game Room, ~1 mile to Foxwoods, Great Wolf Lodge

Preston CT
When you stay at this vacation home in Preston, you'll be on the waterfront, within a 5-minute drive of Foxwoods Resort Casino and Grand Theater at Foxwoods ...
Opens in a new windowWaterfront 3-bedroom w Firepit, Game Room, ~1 mile to Foxwoods, Great Wolf Lodge
Lovely Historic Vintage home. Remodeled inside.

Lovely Historic Vintage home. Remodeled inside.

Johnston RI
The price is AU$582 per night from 13 May to 14 May
AU$582
13 May - 14 May
includes taxes & fees
With a stay at this vacation home, you'll be centrally located in Johnston, within a 10-minute drive of Providence College and Rhode Island Convention ...
Opens in a new windowLovely Historic Vintage home. Remodeled inside.
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 CT
Located in Jewett City, this vacation home is on the waterfront, a 5-minute drive from Clayville Pond and 6 minutes from Hopeville Pond State Park.
Opens in a new windowNEW Listing: LAKEFRONT Home w/ Dock, Theater Room, Firepit. Near Mystic, Casinos
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Waterfront With It’s Own  Private Sandy Beach

Waterfront With It’s Own Private Sandy Beach

Hopkinton RI
Located in Rockville, this vacation home is by the sea, within a 10-minute drive of Yawgoog Heritage Center and Yawgoog Scout Reservation.
Opens in a new windowWaterfront With It’s Own Private Sandy Beach
SECLUDED WATERFRONT HOME WITH ROOM FOR ALL

SECLUDED WATERFRONT HOME WITH ROOM FOR ALL

Hopkinton RI
Located in Hope Valley, this vacation home is by the sea, within a 10-minute drive of Yawgoog Scout Reservation and Yawgoog Heritage Center.
Opens in a new windowSECLUDED WATERFRONT HOME WITH ROOM FOR ALL
Your Charming 4BR Retreat Home Minutes from Casino Excitement!

Your Charming 4BR Retreat Home Minutes from Casino Excitement!

Norwich CT
With a stay at this vacation home in Norwich (Downtown Norwich), you'll be within a 15-minute drive of Mohegan Sun Casino and Foxwoods Resort Casino.
Opens in a new windowYour Charming 4BR Retreat Home Minutes from Casino Excitement!
Secluded 2-Acre Lakefront Home! Book Your Getaway!

Secluded 2-Acre Lakefront Home! Book Your Getaway!

Woodstock CT
The price is AU$1,082 per night from 17 May to 18 May
AU$1,082
17 May - 18 May
includes taxes & fees
Located in Woodstock, this vacation home is on the waterfront, a 2-minute drive from Black Pond and 5 minutes from Campert Preserve.
Opens in a new windowSecluded 2-Acre Lakefront Home! Book Your Getaway!
3-bedroom house on Webster Lake with amazing views, beach and boat launch access

3-bedroom house on Webster Lake with amazing views, beach and boat launch access

Webster MA
Located in Webster, this vacation home is on the waterfront, a 1-minute drive from Lake Chaubunagungamaug and 5 minutes from Indian Ranch.
Opens in a new window3-bedroom house on Webster Lake with amazing views, beach and boat launch access
Peaceful Private Home by Two Casinos in the Woods

Peaceful Private Home by Two Casinos in the Woods

Preston CT
With a stay at this vacation home in Preston, you'll be within a 10-minute drive of Foxwoods Resort Casino and Grand Theater at Foxwoods Resort Casino.
Opens in a new windowPeaceful Private Home by Two Casinos in the Woods
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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
120 Holiday Homes
Lowest Price
AU$141
Highest Price
AU$1,082
Popular accommodation
Waterfront 3-bedroom w Firepit, Game Room, ~1 mile to Foxwoods, Great Wolf Lodge, Lovely Historic Vintage home. Remodeled inside., NEW Listing: LAKEFRONT Home w/ Dock, Theater Room, Firepit. Near Mystic, Casinos, Waterfront With It’s Own Private Sandy Beach, SECLUDED WATERFRONT HOME WITH ROOM FOR ALL, Your Charming 4BR Retreat Home Minutes from Casino Excitement!, Secluded 2-Acre Lakefront Home! Book Your Getaway!, 3-bedroom house on Webster Lake with amazing views, beach and boat launch access, Peaceful Private Home by Two Casinos in the Woods

Top trending hotels in Sterling

Hilltop Inn and Suites, near Foxwoods Casino

Hilltop Inn and Suites, near Foxwoods Casino

2.5 out of 5
373 Norwich Westerly Rd North Stonington CT
Fully refundableReserve now, pay when you stay
The price is AU$141 per night from 13 May to 14 May
AU$141
13 May - 14 May
includes taxes & fees
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 ...
Opens in a new windowHilltop Inn and Suites, near Foxwoods Casino
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$163 per night from 1 June to 2 June
AU$163
1 June - 2 June
includes taxes & fees
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 ...
Opens in a new windowBellissimo Hotel, Trademark by Wyndham Near Foxwoods Casino
Holiday Inn Express Hotel & Suites Warwick-Providence (Arpt) by IHG

Holiday Inn Express Hotel & Suites Warwick-Providence (Arpt) by IHG

2.5 out of 5
901 Jefferson Blvd Warwick RI
Fully refundableReserve now, pay when you stay
The price is AU$177 per night from 18 May to 19 May
AU$177
18 May - 19 May
includes taxes & fees
When you stay at Holiday Inn Express Hotel & Suites Warwick-Providence (Arpt) by IHG in Warwick, you'll be near the airport, within a 15-minute drive of Roger ...
Opens in a new windowHoliday Inn Express Hotel & Suites Warwick-Providence (Arpt) by IHG
Save an average of 15% on thousands of hotels when you're signed in
Best Western Providence Warwick Airport Inn

Best Western Providence Warwick Airport Inn

2.5 out of 5
2138 Post Rd Warwick RI
Fully refundableReserve now, pay when you stay
The price is AU$146 per night from 18 May to 19 May
AU$146
18 May - 19 May
includes taxes & fees
When you stay at Best Western Providence Warwick Airport Inn in Warwick, you'll be near the airport, within a 15-minute drive of Roger Williams Park Zoo and ...
Opens in a new windowBest Western Providence Warwick Airport Inn
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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.

Top Picks

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^Subject to availability and chosen travel dates.