
Guesthouse vacation rentals in Connecticut
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Top-rated guesthouse rentals in Connecticut
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Guesthouse in New London
4.97 out of 5 average rating, 106 reviewsFully Renovated, Ocean Views, Fireplace & Beach
This beautiful carriage house apartment a couple of miles south of New London was perfect for a weekend getaway. Wonderful coffee service in the kitchen, comfy beds and Dish TV--what more could you want? We enjoyed the private beach 100 yards away with the chairs and cooler provided. Great information and recommendations for exploring the local area. A trip to Mystic was fun but very touristic; Essex on the CT River was beautiful. We also enjoyed a spa day at Norwich Inn.

Guesthouse in Norwalk
5 out of 5 average rating, 67 reviewsCottage by the Sea
Really enjoyed Esme's cottage! It is in a great location if you have to go into the city via Metro North. There are also great restaurants in waking distance. The bed is very comfortable and has a wonderful large kitchen. The views are gorgeous and makes this the perfect spot. We highly recommend and will stay again!

Guesthouse in Barkhamsted
4.88 out of 5 average rating, 96 reviewsFarmington River Carriage House Pleasant Valley CT
My God I could talk forever about this place! Clean, cozy, quiet. Everything you want in a get away. Not sure what the full size mattress brand is but it’s one of the best I’ve slept on! Go outside at night and look at the stars, and listen to the animals! All sorts of wildlife around in the woods! A fire pit near the Farmington river which is right in Bruce’s back yard made our check-in very nice! Great views of the changing leaves and the relaxation of the river flowing by. The bathroom has a bidet. Never tried one before! I ordered one on Amazon when I was there. If you know you know! Kitchen has everything you need to cook. Also has drip coffee maker and Keurig-type. I drink a lot of coffee so it’s good to know this. Grocery store and anything else you may need less than 10 minutes away. Definitely a 5 star and will be going back again! Amazing long weekend!

Guesthouse in Sprague
4.96 out of 5 average rating, 201 reviewsHouse on Little River / Writer Retreat
Cabin on Little River met our expectations and more. Myself, 2 sisters and my daughter wanted a quiet getaway. A charming open concept post and beam, pine floors and wood trim, woodstove for winter, deck with charcoal grill. It's very rural and IN the woods ( so bring bug repellant). Even though the host's home is visible you still feel tucked away. Kitchen and bath are modern and clean and the beds and livingroom were very comfortable. The soothing sound of the river is always present. It was relaxing to sit down in the adirondack chairs near its bank. The woods provide a place to walk. Lake is across the road. Glenn informed us of several events nearby that we were really interested in...but we never felt like leaving the cabin! There's a big firepit nearby and wood provided. Glenn is a wonderful host. A fellow artist, I asked to see his studio on the ground level. Even bought a couple small paintings. Do not hesitate to book this place if you are looking for a quiet respite!

Guesthouse in North Stonington
4.93 out of 5 average rating, 197 reviewsCharming Post and Beam cottage (near Foxwoods)
It was a beautiful place to spend the three year anniversary with my boyfriend!! They were very flexible with check in & communicated very clearly. Even left us a bottle of Prosecco and note for our occasion!! 10/10 would book and stay again đź’“

Guesthouse in Glastonbury
4.77 out of 5 average rating, 96 reviews59 Old Maids Lane pool house
We enjoyed the coziness of the pool house during our Thanksgiving stay. The location was close to our family and friends. It was private and quiet. Alice responded promptly to our questions. We would like to return when the weather is warmer to take advantage of the pool and the outside surroundings. The Goulds

Guesthouse in Granby
4.89 out of 5 average rating, 231 reviewsThe Loft @ Lost Acres ~ A Peaceful Rural Escape!
We loved this cute Air Bnb nestled on Lost Acres Vineyard! We were visiting my parents and it was convenient to stay in Granby in such a beautiful location… kids 8 and 11 loved it as well!

Private room in New Haven
4.82 out of 5 average rating, 195 reviewsAmadeus "English Garden Studio"
I have stayed with Remy several times over the past few years and have always had a wonderful experience. She is a kind, responsive, and thoughtful host. Her home is beautiful and welcoming. Thank you for having us again Remy!
Guest house rentals with a patio

Guesthouse in New Milford
5 out of 5 average rating, 27 reviewsCozy House in the Trees w/ Fireplace
My wife and I loved our stay!! Julia went above and beyond with the cutest touches - a gingerbread house, a Christmas tree, and hot chocolate for our Christmas stay! She was very communicative and when we had a small issue one night, her & her husband fixed it at 11:30pm, even when it could have waited til the morning. Just fabulous all around!! We would definitely come back :)

Guesthouse in Fairfield
4.93 out of 5 average rating, 14 reviewsThe Creekside Cottage
Beautiful stay! Came to CT with 2 winterstorms back to back and below freezing temps. The place was cozy and warm the whole time! A great place to relax and watch the tide come in and out. And the "throne" room has a great view!

Guesthouse in Pomfret
5 out of 5 average rating, 44 reviewsCottage in Quiet Corner. Four miles from town.
I took my mum and two of her best friends on a girls weekend trip and we stayed in Gary & Cindy’s lovely cottage. The beds were comfy and we loved that the nooks provided privacy, even with us all in the space. Everything was clean, we appreciated the complimentary wine, and took some time to enjoy sitting in the greenhouse in the backyard. I highly recommend staying here if you are visiting the Pomfret area.

Guesthouse in Sharon
4.95 out of 5 average rating, 100 reviewsCottage with a Waterfall View
Beautiful, spotless, and ideal for a couple staying for a weekend. We had a great time and would return in a heartbeat. Elizabeth & Jeff are flexible and communicative. Thanks so much!

Guesthouse in Weston
5 out of 5 average rating, 65 reviewsAdorable 1-Bedroom Cottage w/ Mezzanine Weston, CT
This is a very comfortable, clean and cozy cottage in a beautiful, peaceful Weston neighborhood. You can easily get to neighboring towns for great restaurants and shopping or—as we did—catch the train for a day trip to NYC.

Guesthouse in Greenwich
4.92 out of 5 average rating, 13 reviewsLost in Decision Forest Guesthouse
Liza's place was charming, relaxing, and fun, and her communication was clear and very helpful. We especially enjoyed the broad range of books and art to enjoy while we were there. The location was so convenient for our long road trip, near the main road but still peaceful and homey.

Guesthouse in Guilford
4.99 out of 5 average rating, 88 reviewsPage Guest House
We were in town for a family Christmas party and were very happy staying at The Page Guest House. It was the perfect choice, especially since my 91-year-old mother was with me. The walk-in shower and the small step to get in made it easy. As former residents of Guilford, I highly recommend this centrally located, cozy guest house to anyone visiting the area.

Guesthouse in Litchfield
4.94 out of 5 average rating, 18 reviewsCozy remodeled Cottage
Clean, and well located for the events we wanted to do in the area. We were treated to a spectacular firefly show in the backyard one evening
Guest house rentals with a washer and dryer

Guesthouse in Litchfield
4.92 out of 5 average rating, 50 reviewsThe Blacksmith Cottage
We had a wonderful time. The apartment was very clean and comfortable. The bedrooms were on opposite sides and therefore very private.

Guesthouse in Norwich
4.94 out of 5 average rating, 47 reviewsBrand new & close to casinos with HOT TUB
What a great place and location! It snowed overnight and woke up to shoveled stairs and a clean driveway. The hot tub was perfect and can’t wait to come back! It’s an incredible value. Thank you!!!

Guesthouse in Stamford
4.93 out of 5 average rating, 40 reviewsCarriage house flat near beach
Beautiful neighborhood. Morning walks to the end of the private road were perfect during our fall trip. Close but not too close to lots of restaurants and highway when needed. Very quiet neighborhood

Guesthouse in Stonington
5 out of 5 average rating, 211 reviewsSuper Adorable Cottage + Fire pit + King Bed!
This was our third stay at The Smith (aka The 4th of July House !) As always, Debbie went out of her way to make our stay special. We knew Christmas time in Mystic would be magical - it did not disappoint! There were charming decorations, festive holiday music and a Christmas tree awaiting us when we came, as well as other thoughtful touches . Fresh cream for our coffee, an Apple Crisp 'kit' complete with apples, butter, mix and a pan - plus vanilla ice cream ! for us to make a cozy apple treat during our stay. We always feel welcome and very comfortable during our stay at The Smith. There are plenty of great restaurants and places to visit, downtown and Olde Mystic Village are full of wonderful little shops. Debbies attention to detail, luxury linens and sparkling clean cottage all make for one of our favorite AirBnBs that we will continue to visit for many years in the future ! Thank you Debbie and Paul for being such wonderful hosts! Looking forward to seeing you next year !

Guesthouse in Litchfield
5 out of 5 average rating, 44 reviewsGuesthouse at Bantam Woods - 2 bedrooms
Laurie is a wonderful host. the guest house is pristine, and goes above and beyond amenity expectations. Thank you for a wonderful stay.

Guesthouse in Stonington
4.97 out of 5 average rating, 70 reviewsMerry Hall Farmhouse
Mara and Ross are wonderful hosts, very caring and helpful and lovely. Everything about our stay was perfect and super comfortable. There are very thoughtful touches throughout the house. The location is perfect - it's quiet and beautiful yet close to busier locales like Mystic. Five stars.

Guesthouse in Stonington
4.97 out of 5 average rating, 268 reviewsTrue Artist Loft, 5 minutes to downtown Mystic
Beautiful and quiet spot but very close to downtown/old mystic. Would stay again!

Guesthouse in Clinton
4.95 out of 5 average rating, 221 reviewsThe Gardener's Cottage Dog friendly/weekly/monthly
This cottage was absolutely adorable and MUCH larger than the photos depicted. It was clean, cozy, and I felt right at home. Minutes from the beach, shopping, restaurants, and more. Extremely quiet and private. Even my anxious dog who barks at everything was quiet the entire weekend, which was a shock. Robin was a wonderful hostess and I cannot wait to stay again. This will absolutely be my new home away from home.
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