Book Holiday Homes in Tolland

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Featured Holiday Homes in Tolland

Enjoy the Fun of a Lakefront GetAway, While Only Minutes from Local Attractions!

Enjoy the Fun of a Lakefront GetAway, While Only Minutes from Local Attractions!

Holland
When you stay at this vacation home in Holland, you'll be on a lake, within a 5-minute drive of Mashapaug Pond and Bigelow Hollow State Park.
Enjoy the Fun of a Lakefront GetAway, While Only Minutes from Local Attractions!
PICON COZY

PICON COZY

Springfield
The price is AU$264 per night from 5 Dec to 6 Dec
AU$264
includes taxes & fees
5 Dec - 6 Dec
With a stay at this vacation home in Springfield (Sixteen Acres), you'll be within a 10-minute drive of MGM Springfield and Vibra Hospital.
PICON COZY
15mins to Hartford, Home in Manchester w/ King Bed

15mins to Hartford, Home in Manchester w/ King Bed

2 out of 5
Manchester
The price is AU$575 per night from 3 Dec to 4 Dec
AU$575
includes taxes & fees
3 Dec - 4 Dec
With a stay at this vacation home in Manchester, you'll be within a 15-minute drive of XL Center and Rockville General Hospital.
15mins to Hartford, Home in Manchester w/ King Bed
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Upscaled Home In A Quiet Neighborhood! You Have the Entire Home to Yourself!

Upscaled Home In A Quiet Neighborhood! You Have the Entire Home to Yourself!

Springfield
The price is AU$495 per night from 6 Dec to 7 Dec
AU$495
includes taxes & fees
6 Dec - 7 Dec
With a stay at this vacation home in Springfield (Forest Park), you'll be within a 15-minute drive of MGM Springfield and Six Flags New England.
Upscaled Home In A Quiet Neighborhood! You Have the Entire Home to Yourself!
Breathtaking Lakefront Property! Cozy house! Special off-season rates!

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

Woodstock
The price is AU$800 per night from 6 Dec to 7 Dec
AU$800
includes taxes & fees
6 Dec - 7 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!
 Château at Longmeadow, Luxurious Home, 5 min from MGM & Basketball Hall of Fame

Château at Longmeadow, Luxurious Home, 5 min from MGM & Basketball Hall of Fame

Longmeadow
The price is AU$1,674 per night from 24 Nov to 25 Nov
AU$1,674
includes taxes & fees
24 Nov - 25 Nov
With a stay at this vacation home in Longmeadow, you'll be within a 15-minute drive of MGM Springfield and Six Flags New England.
Château at Longmeadow, Luxurious Home, 5 min from MGM & Basketball Hall of Fame
Beautiful Home - 3 King & 2 Queen - Rare Find

Beautiful Home - 3 King & 2 Queen - Rare Find

2 out of 5
Bloomfield
The price is AU$1,057 per night from 25 Nov to 26 Nov
AU$1,057
includes taxes & fees
25 Nov - 26 Nov
With a stay at this vacation home in Bloomfield, you'll be within a 15-minute drive of XL Center and Bloomfield Crossing.
Beautiful Home - 3 King & 2 Queen - Rare Find
Secluded 2-acre Lake Front Home! Special off-season rates!

Secluded 2-acre Lake Front Home! Special off-season rates!

Woodstock
The price is AU$788 per night from 6 Dec to 7 Dec
AU$788
includes taxes & fees
6 Dec - 7 Dec
Located in Woodstock, this vacation home is on the waterfront, within a 10-minute drive of Bigelow Hollow State Park and Bishop Preserve.
Secluded 2-acre Lake Front Home! Special off-season rates!
NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!

NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!

Windsor
With a stay at this vacation home in Windsor, you'll be within a 10-minute drive of XL Center and Farmington River.
NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!
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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.

Tolland 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 Tolland vacation homes are the perfect way for you to wing it.

Holiday houses in Tolland 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 Tolland 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 Tolland adventures, obvs.

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

Tolland Holiday Homes essential information

Accommodation
120 Holiday Homes
Lowest Price
AU$115
Highest Price
AU$1,674
Popular accommodation
Enjoy the Fun of a Lakefront GetAway, While Only Minutes from Local Attractions!, PICON COZY, 15mins to Hartford, Home in Manchester w/ King Bed, Upscaled Home In A Quiet Neighborhood! You Have the Entire Home to Yourself!, Breathtaking Lakefront Property! Cozy house! Special off-season rates!, Château at Longmeadow, Luxurious Home, 5 min from MGM & Basketball Hall of Fame, Beautiful Home - 3 King & 2 Queen - Rare Find, Secluded 2-acre Lake Front Home! Special off-season rates!, NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!

Top trending hotels in Tolland

The Capitol Hotel, Ascend Hotel Collection

The Capitol Hotel, Ascend Hotel Collection

3 out of 5
440 Asylum St, Hartford, CT
Fully refundable
The price is AU$133 per night from 22 Dec to 23 Dec
AU$133
includes taxes & fees
22 Dec - 23 Dec
The Capitol Hotel, Ascend Hotel Collection is in the heart of Hartford, within a 5-minute walk of Bushnell Park and XL Center.
The Capitol Hotel, Ascend Hotel Collection
MGM Springfield

MGM Springfield

4 out of 5
One MGM Way, Springfield, MA
The price is AU$284 per night from 23 Dec to 24 Dec
AU$284
includes taxes & fees
23 Dec - 24 Dec
With a stay at MGM Springfield, you'll be centrally located in Springfield, within a 10-minute walk of MassMutual Center and Naismith Memorial Basketball Hall ...
MGM Springfield
Best Western Hartford Hotel & Suites

Best Western Hartford Hotel & Suites

2.5 out of 5
185 Brainard Rd, Hartford, CT
Fully refundableReserve now, pay when you stay
The price is AU$134 per night from 23 Dec to 24 Dec
AU$134
includes taxes & fees
23 Dec - 24 Dec
With a stay at Best Western Hartford Hotel & Suites, you'll be centrally located in Hartford, within a 5-minute drive of XL Center and Connecticut Convention ...
Best Western Hartford Hotel & Suites
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Motel 6 Wethersfield, CT - Hartford

Motel 6 Wethersfield, CT - Hartford

2 out of 5
1341 Silas Deane Hwy, Wethersfield, CT
Fully refundable
The price is AU$115 per night from 27 Nov to 28 Nov
AU$115
includes taxes & fees
27 Nov - 28 Nov
With a stay at Motel 6 Wethersfield, CT - Hartford, you'll be centrally located in Wethersfield, within a 10-minute drive of XL Center and Buttolph Williams ...
Motel 6 Wethersfield, CT - Hartford
Don't see what you're looking for?
See all available properties in Tolland
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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.