Cottage vacation rentals in Tolland County

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Popular amenities for Tolland County cottage rentals

Cottage rentals with a hot tub

Guest favorite
Cottage in Guilford
4.95 out of 5 average rating, 182 reviews

Luxury cottage by the sea with hot tub and pool

LauraRating, 5 stars3 weeks ago
My friend and I stayed here for a quick two-night getaway and had a great experience. The space is quiet, cozy, and super well taken care of. The view of the water from the living area is beautiful, and we spent both mornings sitting outside with coffee, and afternoons enjoying the view from the hot tub. We appreciated that the kitchen was fully stocked with all the cooking equipment we needed for nights in—and that Mary had a whole list of spots to check out for adventures out (local shops, antique spots, and really solid lobster rolls!) If you’re looking for a low-key, clean, calm place to relax, recharge, and still have easy access to town, this is a great pick. We’d absolutely come back.
Superhost
Cottage in Litchfield
4.86 out of 5 average rating, 348 reviews

Litchfield-Hot Tub-Shops & Eats-Vineyards-Hikes

Mary EllenRating, 5 stars6 days ago
Martin's cottage in Litchfield was a little piece of heaven!! My sister and I stayed for 4 days. The first 2 days we had to work remotely and were delighted to 'set up shop' in the adorable dining room with a large sliding glass door looking out on the beautiful back yard - internet connection was flawless and we were able to totally focus in the blissful quiet of the rural location. After attending the funeral of our dear aunt in Southington, we had some time to explore Litchfield's adorable shops and fine restaurants. We both slept so soundly each night in the wonderful beds and left 're-charged' and 'de-stressed' after our stay!! I feel that I've found a treasure and a true getaway, even if just for a long weekend. Super-easy to get to Bradley airport and the route is so scenic! The Fall would be an IDEAL time to come to this cottage. Finally, Martin was, indeed, a super-host, as rated in Airbnb!! Extremely responsive and kind, each time I reached out to him!
Top guest favorite
Cottage in Plymouth
5 out of 5 average rating, 21 reviews

Lakefront Getaway | Hot Tub | Game Room | Fire Pit

RamonRating, 5 stars1 week ago
Such a lovely home! actually better than I expected! Will definitely book again. It’s honestly a no brainer after staying there. I can recommend this place 100%!
Guest favorite
Cottage in Bethlehem
4.98 out of 5 average rating, 107 reviews

Cozy Getaway | Pet Friendly | Litchfield Cty

AmyRating, 5 stars1 week ago
I wanted a weekend getaway for my son’s 13th birthday that landed on Friday the 13th, I came across this cabin airbnb and decided to book and give it a try. this location is an hour away from our home and gave us that peace of paradise we were looking for. the cabin felt like home and had everything you can possibly need. I honestly wish I can give higher than a 5 star because this cabin was perfect. I’ll be booking again for a winter weekend getaway. thank you for hosting my family and I.
Guest favorite
Cottage in Woodstock
4.86 out of 5 average rating, 65 reviews

Lakefront Cottage Complete with Kayaks!

TaylorRating, 5 stars3 days ago
had a wonderful time here! can't wait to come back again sometime.
Cottage in Monterey
4.68 out of 5 average rating, 19 reviews

mountain refuge

JoshuaRating, 5 stars4 months ago
My girlfriend and I had a great time staying at Joktan’s place. We really enjoyed the home as well as the amenities that came with it. Joktan, provided excellent communication. Would recommend staying here!
Guest favorite
Cottage in Ledyard
4.93 out of 5 average rating, 254 reviews

Lakeside cottage with beautiful views up the lake!

KerriRating, 5 stars1 month ago
We always love going to this cottage. It’s our favorite. It’s actually one of our favorite places. To go a few times a year winter summer. We just spent memorial weekend there. A little doggies loved it. Home away from home so cozy. Bobby the host is wonderful. My daughter boyfriend came up and they absolutely loved it and my son came from Texas to spend one night. It was his first time there he loved it. We already planning on going back. Fantastic getaway. If you need to distress and want calmness. This is the place to come to. And the town of Mystic has great restaurants Like I said it’s our favorite place to come to and I’ve been to quite a few…. Just got home today and I’m seeing if I can book some sometime in October to go back we love it.
Cottage in Old Lyme
4.82 out of 5 average rating, 224 reviews

Private Beach Cottage

GraceRating, 5 stars1 month ago
Great communication with host, beach within walking distance was so nice, overall good spot within 30 mins of mystic aquarium and Foxwoods casino

Pet-friendly cottage rentals

Guest favorite
Cottage in Middlefield
4.92 out of 5 average rating, 248 reviews

Lake Beseck cottage

MaryRating, 5 stars1 month ago
We loved our stay here. It was the perfect place for two of us and our dog. The home was just as described, welcoming, cosy and well equipped, and we appreciated all the local recommendations. We enjoyed local walks, the lake, and the great dog park, as well as easy access to Middletown to visit our son. Elisabeth and Daniel were fantastic hosts!
Guest favorite
Cottage in Charlestown
4.9 out of 5 average rating, 174 reviews

Pet-Friendly Private Beach Oceanfront Cottage A/C

JoshuaRating, 5 stars1 week ago
The house was very nice and comfortable for 5 adults, a child, and 2 dogs. Being able to walk down the stairs from the deck and literally be on the beach was incredible. Fantastic space, gorgeous views, and luckily the perfect weather to enjoy it all! Can't wait to rent again next year!
Top guest favorite
Cottage in Groton
4.96 out of 5 average rating, 320 reviews

Charming Historic Schoolhouse on Mystic River

CherylRating, 5 stars1 day ago
We had a great time at Great Gull’s! The location was perfect, walkable to all of the shops and restaurants. We even walked to the Seaport. Having the kayaks there was awesome, we enjoyed our first experience kayaking as a family! We loved walking to ice cream and bringing it back to sit on the patio and watch the bridge go up and down. I would highly recommend this place! And the owner, Gerard, was extremely attentive!
Top guest favorite
Cottage in Ledyard
4.91 out of 5 average rating, 112 reviews

Mystic, CT Pet-Friendly Cottage with Hiking Trails

OliviaRating, 5 stars1 month ago
My sister, dog and I stayed at the cottage for the weekend and had a great experience! Erika is a wonderful host and the property is beautiful. The cottage itself was exactly as pictured. Breakfast in the inn, cooked with natural and organic ingredients, is an absolute must. The location of the inn is great as well, with direct access to the Lantern Hill trail (which our dog loved) and only a short drive from downtown. Would definitely recommend staying here!
Top guest favorite
Cottage in Guilford
4.94 out of 5 average rating, 271 reviews

The Cottage at Indian Cove

TaraRating, 5 stars5 days ago
This was a lovely cottage and location, part of a private beach community, on a very quiet road, with partial views of the Long Island Sound. Gail was thoughtful to put out a nice welcome basket and some cold sodas and bottle water in the fridge. Perfect spot for two to three people. Close to Guilford main green, dock and nearby Stony Creek and Madison. We didn't make use of the bikes and kayaks bc it rained in the mornings, but we enjoyed one of the two beach just a few minute walk away. Jacob's cove area is a gem.
Guest favorite
Cottage in Milford
4.95 out of 5 average rating, 326 reviews

Spring Sale|CozyCottage|Pet-friendly|Walk to Beach

LeaRating, 5 stars6 days ago
This house was perfect for my anniversary getaway. It was a short 4/5 min walk to the beach. The house itself was great. The neighborhood was super peaceful and the surrounding restaurants were good as well. Definitely would make this a yearly visit. Thank you so much for the amazing stay
Top guest favorite
Cottage in Groton
4.95 out of 5 average rating, 215 reviews

EASY BEAT

WendyRating, 5 stars3 days ago
John's home was just as described. The backyard was perfect for our small pups. Very nice and short walk to Fort Griswold. We enjoyed our stay!
Top guest favorite
Cottage in Old Saybrook
5 out of 5 average rating, 100 reviews

Cozy Waterfront Retreat

IrisneriRating, 5 stars1 month ago
Meghan's place is exactly as posted it is absolutely beautiful, cozy, comfortable and did I say beautiful? one of my favorite things to do was sit in front of the big windows and read. You have everything you can think of close, at least 4 to 6 minutes away. There are restaurants, super market and pharmacies. But if you are like me and also like to cook sometimes on vacation the kitchen was equipped with everything you need. Highly, highly recommend.

Private cottage rentals

Superhost
Cottage in Portland
4.61 out of 5 average rating, 18 reviews

Lake Cottage Getaway

NanaRating, 5 stars8 months ago
Had a really wonderful time here for my friends’ trip. Kimberly was a communicative and amazing host, and the cottage was clean and well-stocked. The location is also perfect if you are hoping to enjoy some peace and relaxation, with nearby parks and trails available for exploration.
Top guest favorite
Cottage in East Haddam
5 out of 5 average rating, 16 reviews

New & Beautiful Lake cottage

AlisaRating, 5 stars3 days ago
Daisy was absolutely perfect! The cottage is beautiful inside and out. It was wonderful to sit on the deck looking out at the lake. A relaxing place to unwind & catch up with good friends! Thank you so much for sharing your home with us.
Superhost
Cottage in Colchester
4.92 out of 5 average rating, 92 reviews

The Treehouse at Lake Hayward

MatthewRating, 5 stars1 month ago
We had a wonderful time at Allison's place - the location was great and the property had fantastic amenities that made traveling as a family much easier. Allison was extremely responsive and helpful during our stay. We look forward to returning!
Guest favorite
Cottage in East Haddam
5 out of 5 average rating, 14 reviews

Cozy Lakefront Cottage Perfect for Families

CassidyRating, 5 stars1 month ago
What a beautiful view! We had a great time despite the weather. The house was very comfortable and the location right on the lake is hard to beat.
Top guest favorite
Cottage in Killingly
4.87 out of 5 average rating, 77 reviews

Lake front Cottage located on Alexander’s Lake

PaulRating, 5 stars1 month ago
Such a beautiful place to stay! Alexander’s Lake is gorgeous and this lovely cottage sits right on the water allowing you to take the kayaks out to explore the lake. I even got lucky while fishing from the dock and the kayak! Great views in the morning and evening. Very quiet neighborhood. Will definitely be looking to stay again!
Guest favorite
Cottage in Lebanon
4.98 out of 5 average rating, 40 reviews

"The Napping House". Lake front, kayaks, fire pit.

KristinaRating, 5 stars2 weeks ago
We LOVED our stay at Scott's place! I felt all my stress melt away as soon as I arrived. Withing ten minutes I was swimming in the lake! I had a blast kayaking. We had some storms one night, but were still able to spend a lovely evening on the porch watching the skies - which did break in time for a beautiful sunset! My point in telling that is that Scott's place is set up for enjoyment no matter the weather. The home was very comfortable, and it is now on my list to make regular get-aways.
Top guest favorite
Cottage in Brimfield
4.99 out of 5 average rating, 71 reviews

Cheerful 2 bedroom cottage with lake access.

EricaRating, 5 stars3 days ago
Great place to stay if you’re in the area. We were there for a wedding so it was perfect location for us. Very private. Within walking distance to a nice lake and other walking trails. Loved having morning coffee in the sun room or patio in the mornings. Recommend and would stay there again. Gwen was very helpful and provided many local recommendations. Great little winery down the street. Was bummed we weren’t there for the antique show. Maybe next time.
Guest favorite
Cottage in Rocky Hill
4.98 out of 5 average rating, 53 reviews

Connecticut Waterfront Cottage

KressRating, 5 stars1 week ago
This house was perfect. Location was perfect for my needs. The house was spotless and meticulously renovated. The view and outdoor areas were outstanding. Nick, the host, was responsive and timely. Would definitely recommend!

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