Tolland Holiday Rentals

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Holiday Rentals in Tolland

Home in the Woods

10.0 out of 10, Exceptional, (3)
"Jessica's spot is adorable and tidy, at the end of a quiet, shady lane, with lots of peace and privacy. It was a hot, muggy weekend but there were 2 window units and extra fans to keep us comfortable. The house is well-appointed—we had a busy schedule and were sad we didn't have a chance to use the lovely outdoor fire pit area. Good communication after a minor mixup. Would definitely stay again!"
The price is AU$494
includes taxes & fees
27 July - 28 July
Home in the Woods

Old Avon Village

2.0 star property
6.0 out of 10, (7)
"We had a nice stay while visiting our son at AOF. There were a couple of small issues which the owner remedied IMMEDIATELY. Things happen in life which are unforeseen, we appreciated the owner jumping on the issues quickly."
The price is AU$522
includes taxes & fees
28 July - 29 July
Old Avon Village

CT Gate House Goshen CT, Gate House Goshen CT

2.5 star property
The price is AU$1,039
includes taxes & fees
27 July - 28 July
CT Gate House Goshen CT, Gate House Goshen CT

This is Room sharing property we only listed the master bedroom and bathroom

The price is AU$323
includes taxes & fees
26 July - 27 July
This is Room sharing property we only listed the master bedroom and bathroom

The Creation Station is a cozy place so make yourself at home.

10.0 out of 10, Exceptional, (66)
"This was our second time staying here and we had a great time!"
The price is AU$421
includes taxes & fees
4 Aug - 5 Aug
The Creation Station is a cozy place so make yourself at home.

Dog Friendly A-Frame in the Berkshires! Walk to lake with beach access!

10.0 out of 10, Exceptional, (1)
"We really enjoyed our stay here. Location was excellent. Very peaceful and quiet. The house was clean and had everything you needed. Would come again!"
The price is AU$616
includes taxes & fees
28 July - 29 July
Dog Friendly A-Frame in the Berkshires! Walk to lake with beach access!

The Olde Tobacco Barn - East Granby close to airport, restaurants & things to do

The price is AU$772
includes taxes & fees
24 July - 25 July
The Olde Tobacco Barn - East Granby close to airport, restaurants & things to do

Home in Great Barrington

9.8 out of 10, Exceptional, (21)
"Our family had a wonderful experience and stay. "
The price is AU$600
includes taxes & fees
19 Aug - 20 Aug
Home in Great Barrington

Spring in the Berkshires! Dog friendly, Hot Tub, Hiking, Canoe, Biking

9.8 out of 10, Exceptional, (7)
"My wife, two kids, and chocolate lab spent a few days at the cottage to enjoy the snow and hot tub. Everything was set up exactly as described and Nicole was very friendly and proactive. We had a great time and would do it again "
The price is AU$734
includes taxes & fees
6 Aug - 7 Aug
Spring in the Berkshires! Dog friendly, Hot Tub, Hiking, Canoe, Biking

Gorgeous River Views! On Rails to Trails and just steps to quaint Collinsville

10.0 out of 10, Exceptional, (57)
"We had a great time and I would highly recommend for your next stay. Very clean and had everything to make your vacation enjoyable."
The price is AU$756
includes taxes & fees
28 July - 29 July
Gorgeous River Views! On Rails to Trails and just steps to quaint Collinsville

Big farmhouse in the foothills of the Berkshires

10.0 out of 10, Exceptional, (138)
"It is a quiet and beautiful home. The surrounding nature is peaceful and we saw many kinds of birds."
The price is AU$561
includes taxes & fees
27 July - 28 July
Big farmhouse in the foothills of the Berkshires

Cheerful 3-bedroom cottage with woodstove

10.0 out of 10, Exceptional, (38)
"The property was centrally located for skiing, and was a comfortable stay."
The price is AU$775
includes taxes & fees
29 July - 30 July
Cheerful 3-bedroom cottage with woodstove

Charming 3-bedroom Modern cottage with lakeside views

2.0 star property
The price is AU$2,287
includes taxes & fees
26 July - 27 July
Charming 3-bedroom Modern cottage with lakeside views

Great Barrington Get Away

9.4 out of 10, Exceptional, (23)
"Nice, cozy, clean house with character. Great location as we could walk to town. Would stay again for sure."
The price is AU$1,034
includes taxes & fees
4 Aug - 5 Aug
Great Barrington Get Away

Spacious 5-bedroom house in charming Lee with WiFi

The price is AU$1,281
includes taxes & fees
30 July - 31 July
Spacious 5-bedroom house in charming Lee with WiFi

Experience Timeless Elegance in The Edith Wharton Room!

The price is AU$607
includes taxes & fees
30 July - 31 July
Experience Timeless Elegance in The Edith Wharton Room!

Cozy Carriage House room with a double bed and private balcony

The price is AU$669
includes taxes & fees
30 July - 31 July
Cozy Carriage House room with a double bed and private balcony

Elegant Carriage House room with a queen bed and private patio.

The price is AU$653
includes taxes & fees
31 July - 1 Aug
Elegant Carriage House room with a queen bed and private patio.

Historic Susan B. Anthony Room - Cozy & Charming Stay

The price is AU$702
includes taxes & fees
4 Aug - 5 Aug
Historic Susan B. Anthony Room - Cozy & Charming Stay

"Elegant Emily Dickinson Junior Suite with King Bed & Fireplace

The price is AU$812
includes taxes & fees
28 July - 29 July
"Elegant Emily Dickinson Junior Suite with King Bed & Fireplace
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.
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Top Tolland Hotel Reviews

Frequently asked questions

Are there holiday rentals in Tolland?

Yes, there are holiday rentals close to the most popular sights in Tolland, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Tolland has to offer?

Charming idyllic farmhouse minutes to Great Barrington MA and Salisbury CT: This holiday home rental outside of Tolland is located in a rural location, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games.

How many holiday rentals are there in Tolland?

With 9 Expedia holiday rentals, you're guaranteed to find just the right place for your Tolland stay.

What’s there to see and do in Tolland?

While exploring the area, visit family-friendly sights like Flamig Farm, or get outside and enjoy nature at Otis Reservoir. Maple Corner Farm Cross Country Ski Area and Tolland State Forest are a couple of places you'll find in the wider area.

What’s a holiday rental in Tolland like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Tolland. Holiday rentals offer extras such as WiFi and washers and dryers so your stay will be comfortable. If you're concerned about a clean environment, a holiday rental can offer a sense of privacy away from shared hotel lifts and busy reception areas while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental an attractive option for family trips or small group gatherings.