Book Holiday Homes in Tolland

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Featured Holiday Homes in Tolland

Secluded 2-Acre Lakefront Home! Exclusive Off-Season Rates – Book Your Retreat!

Secluded 2-Acre Lakefront Home! Exclusive Off-Season Rates – Book Your Retreat!

Woodstock
The price is AU$808 per night from 25 Feb to 26 Feb
AU$808
includes taxes & fees
25 Feb - 26 Feb
Located in Woodstock, this vacation home is on the waterfront, a 2-minute drive from Black Pond and 5 minutes from Campert Preserve.
Secluded 2-Acre Lakefront Home! Exclusive Off-Season Rates – Book Your Retreat!
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 Connecticut Convention Center and XL Center.
NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!
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!
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Island Vibes Home

Island Vibes Home

Windsor
With a stay at this vacation home in Windsor, you'll be within a 10-minute drive of Connecticut Convention Center and XL Center.
Island Vibes Home
NEW 5Bed Close to Bloomfield Center & Golf Courses

NEW 5Bed Close to Bloomfield Center & Golf Courses

2 out of 5
Bloomfield
The price is AU$1,044 per night from 2 Mar to 3 Mar
AU$1,044
includes taxes & fees
2 Mar - 3 Mar
Located in Bloomfield, this vacation home is within a 15-minute drive of XL Center and Connecticut Convention Center.
NEW 5Bed Close to Bloomfield Center & Golf Courses
Beautiful 3BR, Rare Find, Clean & Guest Favorite

Beautiful 3BR, Rare Find, Clean & Guest Favorite

2 out of 5
West Hartford
The price is AU$472 per night from 3 Mar to 4 Mar
AU$472
includes taxes & fees
3 Mar - 4 Mar
With a stay at this vacation home in West Hartford, you'll be within a 10-minute drive of XL Center and Connecticut Convention Center.
Beautiful 3BR, Rare Find, Clean & Guest Favorite
PICON COZY

PICON COZY

Springfield
The price is AU$271 per night from 2 Mar to 3 Mar
AU$271
includes taxes & fees
2 Mar - 3 Mar
With a stay at this vacation home in Springfield (Sixteen Acres), you'll be within a 10-minute drive of MassMutual Center and MGM Springfield.
PICON COZY
Blue Back Bungalow

Blue Back Bungalow

2 out of 5
West Hartford
The price is AU$616 per night from 16 Mar to 17 Mar
AU$616
includes taxes & fees
16 Mar - 17 Mar
With a stay at this vacation home in West Hartford, you'll be within a 10-minute drive of XL Center and Connecticut Convention Center.
Blue Back Bungalow
Direct waterfront Lake House, stunning views Sleeps 8 on a private PENINSULA!

Direct waterfront Lake House, stunning views Sleeps 8 on a private PENINSULA!

Sturbridge
Located in Sturbridge, this vacation home is on a lake, within a 5-minute drive of Sturbridge Town Hall and Wells State Park.
Direct waterfront Lake House, stunning views Sleeps 8 on a private PENINSULA!
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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.

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
135 Holiday Homes
Lowest Price
AU$164
Highest Price
AU$1,044
Popular accommodation
Secluded 2-Acre Lakefront Home! Exclusive Off-Season Rates – Book Your Retreat!, NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!, Enjoy the Fun of a Lakefront GetAway, While Only Minutes from Local Attractions!, Island Vibes Home, NEW 5Bed Close to Bloomfield Center & Golf Courses, Beautiful 3BR, Rare Find, Clean & Guest Favorite, PICON COZY, Blue Back Bungalow , Direct waterfront Lake House, stunning views Sleeps 8 on a private PENINSULA!

Top trending hotels in Tolland

MGM Springfield

MGM Springfield

4 out of 5
One MGM Way, Springfield, MA
The price is AU$302 per night from 25 Feb to 26 Feb
AU$302
includes taxes & fees
25 Feb - 26 Feb
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
Sheraton Hartford Hotel at Bradley Airport

Sheraton Hartford Hotel at Bradley Airport

3.5 out of 5
1 Bradley International Airport, Windsor Locks, CT
Fully refundableReserve now, pay when you stay
The price is AU$432 per night from 2 Mar to 3 Mar
AU$432
includes taxes & fees
2 Mar - 3 Mar
Located in Windsor Locks, Sheraton Hartford Hotel at Bradley Airport is connected to the airport, a 5-minute drive from Farmington River and 6 minutes from New ...
Sheraton Hartford Hotel at Bradley Airport
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$164 per night from 26 Feb to 27 Feb
AU$164
includes taxes & fees
26 Feb - 27 Feb
A stay at The Capitol Hotel, Ascend Hotel Collection places you in the heart of Hartford, just a 4-minute walk from XL Center and within a 5-minute drive of ...
The Capitol Hotel, Ascend Hotel Collection
Save an average of 15% on thousands of hotels when you're signed in
DoubleTree by Hilton Hartford - Bradley Airport

DoubleTree by Hilton Hartford - Bradley Airport

4 out of 5
16 Ella T. Grasso Turnpike, Windsor Locks, CT
Fully refundableReserve now, pay when you stay
The price is AU$223 per night from 1 Mar to 2 Mar
AU$223
includes taxes & fees
1 Mar - 2 Mar
When you stay at DoubleTree by Hilton Hartford - Bradley Airport in Windsor Locks, you'll be near the airport, within a 15-minute drive of Connecticut Convention ...
DoubleTree by Hilton Hartford - Bradley Airport
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.