Cottage holiday rentals in Litchfield County

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Popular amenities for cottage rentals in Litchfield County

Cottage rentals with a hot tub

Top guest favourite
Cottage in Plymouth
5 out of 5 average rating, 8 reviews

Romantic Lakefront w/ Hot Tub, Views + Game Room

ChristineRating, 5 stars4 days ago
Stop looking & book this beautiful home! Extremely clean, spacious, love love love the way it's decorated. There are signs throughout the house explaining things which we found very helpful. The views are amazing...We truly felt like we could unwind and relax here. Comfortable beds; fun game-room! We enjoyed our time here, 2 couples & 2 dogs..plenty of space for all of us. I highly recommend Yokairis's home! The hosts are excellent communicators and very kind. If we ever plan to visit the area again, we would definitely stay here again!
Superhost
Cottage in Kent
4.86 out of 5 average rating, 220 reviews

NEW - Hot Tub - Mohawk Mtn - Appalachian Trl

TashelleRating, 5 stars2 weeks ago
Beautiful scenery lovely home loved the amenities only the water pressure was low it’s nice comfy and peaceful if u need to rest or have family or friends to chill with but overall it was a great sport 😃
Superhost
Cottage in Norfolk
4.93 out of 5 average rating, 15 reviews

The Cottage at Blackberry River Inn

RohitRating, 5 stars1 month ago
The Cottage at Blackberry River Inn was beautiful and exactly what we needed for the weekend. Breakfast was included and wonderful. This place is a gem and we will be back for sure.
Guest favourite
Cottage in Bethlehem
4.99 out of 5 average rating, 96 reviews

Cozy Getaway | Pet Friendly | Litchfield Cty

KimmarieRating, 5 stars2 weeks ago
My stay at the cottage was nothing short of beautiful and peaceful. Surrounded by nature, I felt completely disconnected from the chaos of everyday life, allowing me to truly unwind. The quiet mornings, fresh air, and cozy atmosphere made it the perfect retreat. The deep soaking tub was a wonderful touch—letting the warm water melt away all stress was exactly what I needed. I left feeling refreshed, reset, and ready to take on whatever comes next.

Pet-friendly cottage rentals

Guest favourite
Cottage in New Fairfield
4.94 out of 5 average rating, 266 reviews

Sweet Dotti's Cottage on Candlewood Lake - 60M NYC

BrianRating, 5 stars9 months ago
Sweet Dotties Cottage was better than expected. It was right on the water and even had a dock for our boat. It was very clean and exactly as described. The screened in porch was great at night. I highly recommend and will be visiting this property again.
Guest favourite
Cottage in Brookfield
4.91 out of 5 average rating, 34 reviews

Longview Lakehouse - 5 min walk to private beach

ChelseaRating, 5 stars2 months ago
Christienne was very responsive and helpful, the house was just as described and the location was so peaceful and quiet. Unfortunately I had to shorten my stay but I would absolutely be back if the opportunity presents itself.
Superhost
Cottage in Winsted
4.89 out of 5 average rating, 35 reviews

Cottage Ease.

KurtRating, 5 stars5 months ago
This cute cottage’s was exactly what we were looking for. Our stay was short but Meredith gave us great suggestions for places to eat to help us avoid wasting our minimal time searching. On a fall weekend the neighborhood was quiet. It was a really nice weekend stay for us.
Top guest favourite
Cottage in Morris
5 out of 5 average rating, 56 reviews

Modern, cozy 3 bedroom lakeside cottage

RyanRating, 5 stars3 weeks ago
What a wonderful place to rest, relax, and maybe get a little bit of work done too. Home was perfect for the whole work from home situation with a extra monitor and everything. Also had a fully enclosed yard for the dogs. We spent the week up in Connecticut, in this wonderful home, that felt perfectly in between a hotel, and simply staying at a friend‘s house who was extremely clean, conscientious, and out of town. Would recommend to other others and will try to stay again.
Guest favourite
Cottage in Canaan
4.9 out of 5 average rating, 21 reviews

Historical Falls Village Schoolhouse

AdamRating, 5 stars2 months ago
A great stay. His often does one get to stay in an old schoolhouse. Historic space with with beautiful details finished with mid modern decor.
Superhost
Cottage in Goshen
4.73 out of 5 average rating, 45 reviews

Lake Cottage in Goshen, CT

LindaRating, 5 stars8 months ago
Stayed at Adam and Nicole’s place for two nights while attending a festival nearby. Was a good size for myself, my daughter and a friend. The place itself is adorable and comfortable. Like staying in the three bears house in the woods with wifi, and gorgeous private wooded backyard and view to the lake across the road. The upstairs was a little stagnant upon arrival, but we opened the windows and put the fans on, which made it much better for sleeping at night. The house book and notes were very helpful. Kitchen and bathroom clean and well stocked! Loved it! Best of all, the hosts were accommodating and communicative. 🥰
Top guest favourite
Cottage in Litchfield
4.99 out of 5 average rating, 84 reviews

The House on the Hill

SylviaRating, 5 stars5 months ago
We've stayed several times over the past year or so--Ina's cottage is our favorite weekend getaway from the city. The setting is just right--you can see the sunrise and sunset from its hilltop location, which offers lovely views across the surrounding countryside. Last weekend, we watched bluebirds feeding in the meadows nearby. Inside, the cottage is charming and filled with characterful furnishings and decor. All is immaculate and thoughtfully equipped from kitchen to bathrooms for a comfortable stay. We love the privacy that Ina's space provides with options for good restaurants, swimming, and hiking nearby in surrounding towns. Ina, we loved the pumpkin and gourds in the cottage and thank you again for a delightful stay.
Cottage in Sharon
4.73 out of 5 average rating, 234 reviews

Rural small cabin with river view and access.

MichaelRating, 5 stars4 months ago
Bill and his place are absolutely amazing. I’d write a better review but I don’t want people to take it away from me. Just an amazing space and place.

Private cottage rentals

Cottage in Sharon
4.65 out of 5 average rating, 144 reviews

Quiet West Cornwall cottage with river view/access

LaurieRating, 5 stars5 months ago
We had a great fall weekend with friends at Bills place. Weather was gorgeous, did a few hikes, checked out a few local restaurants, grilled some steaks at the house, but mostly enjoyed the serenity by the river and enjoyed the fire pit each night. Bill was a great host who recommended a lot to do in the area, his house was furnished with just about everything we needed! He was very quick with a response if we had a question. It was a great get away at the most perfect time of year! Thanks to Bill for letting us use his home!
Cottage in Woodbury
4.75 out of 5 average rating, 4 reviews

The serenity farm cottage

KellyRating, 5 stars5 months ago
I was in a pinch to find a place quickly and stumbled upon Marie’s cottage. I’ve been a rider for nearly 20 years…so a horse rescue was ideal for me. The cottage is a lovely space with many horse decor accents. Marie was delightful and shared her rescue story with me at my request. The cottage is well stocked with all the basics you need. The bed was very comfortable—loved the cotton sheets and comforter. It was an incredibly peaceful location. In the morning, I opened the curtains and watched the horses as I drank my coffee. I really enjoyed my stay and will definitely return.
Cottage in Goshen
4.63 out of 5 average rating, 32 reviews

Peaceful Goshen Cottage w/ Screened Porch & Views!

RachaelRating, 5 stars2 months ago
This home was wonderful. It had a cozy feel, great location, and had all the amenities needed for our snowboarding weekend. My kids also loved the murphy bed! Thank you for an amazing stay.
Cottage in Morris
4.15 out of 5 average rating, 13 reviews

Viewpoint Cottage with Dock, Kayaks

DawnRating, 5 stars44 months ago
A little slice of heaven here! Check in was very easy & greeted by hosts. The cottage had everything we needed. Bring k-cups for the coffee maker though! Fridge & freezer & full kitchen, full bathroom. Spacious rooms, comfy bed & clean. We enjoyed our meals on the screened in porch while admiring the lake. Areas to sit by the water & swimming area w/dock. Floats & kayaks too! Very happy w/our stay!!!
Cottage in Plymouth
4.5 out of 5 average rating, 10 reviews

Modern Terryville Cottage w/ Deck & Lake View!

JeanmarieRating, 5 stars5 months ago
The host contact was extremely responsive and helpful with setting up an early check-in. The home is beautiful and exactly as pictured. The driveway is very small but we had no problem tucking 4 cars in. Service in the area is shotty but good wifi in the house. Overall a lovely stay!

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