Cottage vacation rentals in Tolland County
Find and book unique cottages on Airbnb
Top-rated cottage rentals in Tolland County
Guests agree: these cottages are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Tolland County cottage rentals
Cottage rentals with a hot tub
Cottage in Old Lyme
4.8 out of 5 average rating, 171 reviewsPrivate Beach Cottage
Jun 22 – 29
Cottage in Guilford
4.96 out of 5 average rating, 159 reviewsLuxury cottage by the sea with hot tub and pool
Apr 22 – 29
Cottage in Ledyard
4.92 out of 5 average rating, 203 reviewsLakeside cottage with beautiful views up the lake!
Nov 21 – 28
Cottage in Southwick
4.97 out of 5 average rating, 65 reviews4 Kayaks Lake View from Hot Tub Fire Pit Six Flags
Dec 28 – Jan 4
Cottage in Woodstock
5.0 out of 5 average rating, 12 reviewsLakefront Cottage Complete with Kayaks!
Jan 25 – Feb 1
Cottage in Eastford
4.89 out of 5 average rating, 75 reviewsSerenity Ashford Lake
Aug 25 – Sep 1
Cottage in Coventry
4.82 out of 5 average rating, 17 reviewsLakefront Connecticut Retreat Near UConn
Sep 23 – 30
Cottage in Madison
Seaside Oasis 4 Houses to Private Beach, Hot Tub
May 17 – 24
Pet-friendly cottage rentals
Cottage in Worcester
4.87 out of 5 average rating, 107 reviewsUnique and Private Cottage in Worcester
Apr 9 – 16
Cottage in Groton
4.98 out of 5 average rating, 153 reviewsMind Over Mystic Cottage
Nov 18 – 25
Cottage in Guilford
4.93 out of 5 average rating, 245 reviewsCharm + location. Walk to beach, town, & harbor.
Nov 27 – Dec 4
Cottage in Mystic
4.9 out of 5 average rating, 218 reviewsCottage in downtown Mystic
Sep 6 – 13
Cottage in Madison
5.0 out of 5 average rating, 102 reviewsShabby Chic Retreat
Nov 3 – 10
Cottage in Coventry
4.91 out of 5 average rating, 23 reviewsLake Getaway at Coventry Lake! close to Uconn
Nov 10 – 17
Cottage in Hebron
4.9 out of 5 average rating, 88 reviewsWelcome to The Holly at Amston Lake
Jun 20 – 27
Cottage in Coventry
5.0 out of 5 average rating, 22 reviewsCute cottage near UConn, lake, and restaurants.
Jul 2 – 9
Private cottage rentals
Cottage in Enfield
4.87 out of 5 average rating, 145 reviewsHilda’s Riverside Retreat
Feb 18 – 25
Cottage in Mystic
4.98 out of 5 average rating, 209 reviewsMystic Cottage Retreat, near downtown
Dec 9 – 16
Cottage in Branford
4.98 out of 5 average rating, 125 reviewsShoreline Treasure in Lanphiers Cove
Sep 18 – 25
Cottage in Vernon
4.97 out of 5 average rating, 38 reviewsChurchill Cottage
Aug 24 – 31
Cottage in Lebanon
4.98 out of 5 average rating, 47 reviewsPeek-A-Boo View, Amston Lake
Apr 24 – May 1
Cottage in Holland
4.93 out of 5 average rating, 15 reviewsThe Maybrook: Lake & Sauna
Aug 25 – Sep 1
Cottage in Hebron
4.9 out of 5 average rating, 80 reviewsThe Blue Heron at Amston Lake
Nov 10 – 17
Cottage in Killingly
4.87 out of 5 average rating, 54 reviewsLake front Cottage located on Alexander’s Lake
Aug 28 – Sep 4
Destinations to explore
- Cottage rentals Boston
- Cottage rentals The Hamptons
- Cottage rentals Connecticut
- Rentals with a kayak Tolland County
- Apartment rentals Tolland County
- Rentals with outdoor seating Tolland County
- Rentals with pools Tolland County
- House rentals Tolland County
- Kid-friendly rentals Tolland County
- Rentals with a fire pit Tolland County
- Monthly Rentals Tolland County
- Rentals with a washer and dryer Tolland County
- Rentals with lake access Tolland County
- Rentals with breakfast Tolland County
- Rentals with a patio Tolland County
- Rentals with a fireplace Tolland County
- Rentals with beach access Tolland County
- Family-friendly rentals Tolland County
- Private suite rentals Tolland County
- Fitness-friendly rentals Tolland County
- Smoking-friendly rentals Tolland County
- Waterfront rentals Tolland County
- Rentals with a hot tub Tolland County
- Pet-friendly rentals Tolland County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom