Book Holiday Homes in Tolland

Start date: Check-in selected.
To Date
End date: Check-out

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Holiday Homes in Tolland

Tiny Home with AC and WiFi in lovely Ludlow

Tiny Home with AC and WiFi in lovely Ludlow

Ludlow
The price is AU$228 per night from 10 Oct to 11 Oct
AU$228
10 Oct - 11 Oct
includes taxes & fees
With a stay at this vacation home in Ludlow, you'll be within a 15-minute drive of MGM Springfield and Naismith Memorial Basketball Hall of Fame.
Opens in a new windowTiny Home with AC and WiFi in lovely Ludlow
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$463 per night from 30 Sept to 1 Oct
AU$463
30 Sept - 1 Oct
includes taxes & fees
With a stay at this vacation home in Springfield (Forest Park), you'll be within a 5-minute drive of MGM Springfield and Naismith Memorial Basketball Hall of ...
Opens in a new windowUpscaled Home In A Quiet Neighborhood! You Have the Entire Home to Yourself!
New!Quaint & Convenient Hideaway: Great Location

New!Quaint & Convenient Hideaway: Great Location

East Hartford
With a stay at this vacation home in East Hartford, you'll be within a 10-minute drive of Connecticut Convention Center and Xfinity Theatre.
Opens in a new windowNew!Quaint & Convenient Hideaway: Great Location
Save an average of 15% on thousands of hotels when you're signed in
Prime West Hartford Center Location: Historic Gem

Prime West Hartford Center Location: Historic Gem

West Hartford
With a stay at this vacation home in West Hartford, you'll be within a 10-minute drive of Connecticut Convention Center and Xfinity Theatre.
Opens in a new windowPrime West Hartford Center Location: Historic Gem
3-bedroom house in perfect Springfield with WiFi, AC

3-bedroom house in perfect Springfield with WiFi, AC

2 out of 5
Springfield
With a stay at this vacation home in Springfield (Pine Point), you'll be within a 10-minute drive of MGM Springfield and Naismith Memorial Basketball Hall of ...
Opens in a new window3-bedroom house in perfect Springfield with WiFi, AC
Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD

Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD

Ashford
The price is AU$469 per night from 28 Sept to 29 Sept
AU$469
28 Sept - 29 Sept
includes taxes & fees
Located in Ashford, this vacation home is on the waterfront, within a 10-minute drive of Tinkerville Brook Reserve and Iron Mine Valley Preserve.
Opens in a new windowLake - King - Gym - Kayak - Fire Pit - PetsOK - WD
Massive 5 Bedrooms: 3King 2Queen, 10 mins to Downtown Hartford

Massive 5 Bedrooms: 3King 2Queen, 10 mins to Downtown Hartford

Bloomfield
The price is AU$871 per night from 22 Sept to 23 Sept
AU$871
22 Sept - 23 Sept
includes taxes & fees
With a stay at this vacation home in Bloomfield, you'll be within a 15-minute drive of Connecticut Convention Center and Xfinity Theatre.
Opens in a new windowMassive 5 Bedrooms: 3King 2Queen, 10 mins to Downtown Hartford
Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield

Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield

SPRINGFIELD
The price is AU$515 per night from 22 Sept to 23 Sept
AU$515
22 Sept - 23 Sept
includes taxes & fees
With a stay at this vacation home in Springfield (Boston Road), you'll be within a 15-minute drive of MGM Springfield and Naismith Memorial Basketball Hall of ...
Opens in a new windowCozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield
Lakefront - King - W&D - Fire Pit - Kayaks - SUPs

Lakefront - King - W&D - Fire Pit - Kayaks - SUPs

Coventry
The price is AU$466 per night from 30 Sept to 1 Oct
AU$466
30 Sept - 1 Oct
includes taxes & fees
With a stay at this vacation home in Coventry (Coventry Lake), you'll be within a 15-minute drive of University of Connecticut and Nathan Hale Homestead.
Opens in a new windowLakefront - King - W&D - Fire Pit - Kayaks - SUPs
Don't see what you're looking for?
See all available properties in Tolland
View all properties
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
161 Holiday Homes
Lowest Price
AU$160
Highest Price
AU$871
Popular accommodation
Tiny Home with AC and WiFi in lovely Ludlow, Upscaled Home In A Quiet Neighborhood! You Have the Entire Home to Yourself!, New!Quaint & Convenient Hideaway: Great Location, Prime West Hartford Center Location: Historic Gem, 3-bedroom house in perfect Springfield with WiFi, AC, Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD, Massive 5 Bedrooms: 3King 2Queen, 10 mins to Downtown Hartford, Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield, Lakefront - King - W&D - Fire Pit - Kayaks - SUPs

Top trending hotels in Tolland

The Capitol Hotel

The Capitol Hotel

3 out of 5
440 Asylum St, Hartford, CT
Fully refundableReserve now, pay when you stay
The price is AU$160 per night from 21 Sept to 22 Sept
AU$160
21 Sept - 22 Sept
includes taxes & fees
With a stay at The Capitol Hotel, you'll be centrally located in Hartford, within a 5-minute drive of Connecticut Convention Center and Xfinity Theatre.
Opens in a new windowThe Capitol Hotel
MGM Springfield

MGM Springfield

4 out of 5
One MGM Way, Springfield, MA
The price is AU$305 per night from 1 Oct to 2 Oct
AU$305
1 Oct - 2 Oct
includes taxes & fees
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 ...
Opens in a new windowMGM 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$163 per night from 25 Sept to 26 Sept
AU$163
25 Sept - 26 Sept
includes taxes & fees
With a stay at Best Western Hartford Hotel & Suites, you'll be centrally located in Hartford, a 3-minute drive from Connecticut Convention Center and 7 minutes ...
Opens in a new windowBest Western Hartford Hotel & Suites
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$248 per night from 28 Sept to 29 Sept
AU$248
28 Sept - 29 Sept
includes taxes & fees
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 Xfinity Theatre and ...
Opens in a new windowDoubleTree by Hilton Hartford - Bradley Airport
Don't see what you're looking for?
See all available properties in Tolland
View all properties
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.