Guesthouse vacation rentals in Connecticut

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Popular amenities for Connecticut guesthouse rentals

Family-friendly guest house rentals

Guest favorite
A serene outdoor space features four grey Adirondack chairs arranged around a small table, set on a lush green lawn. Surrounding foliage adds a touch of nature, while a clear sky provides a bright backdrop.

Guesthouse in New London

4.97 out of 5 average rating, 106 reviews

Fully Renovated, Ocean Views, Fireplace & Beach

JanRating, 5 stars3 months ago
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.
Guest favorite

Guesthouse in Norwalk

5 out of 5 average rating, 67 reviews

Cottage by the Sea

IreneRating, 5 stars3 months ago
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!
Guest favorite
A fisherman is seen casting a line across the tranquil Farmington River, surrounded by lush greenery and mist rising from the water. Towering trees provide a natural frame, creating a serene outdoor setting.

Guesthouse in Barkhamsted

4.88 out of 5 average rating, 96 reviews

Farmington River Carriage House Pleasant Valley CT

AmyRating, 5 stars3 months ago
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!
Guest favorite
A tranquil section of the Little River is depicted, featuring cascading water creating gentle ripples. Sunlight reflects off the surface, enhancing its natural beauty. Lush green leaves frame the scene, adding a touch of nature to the flowing water.

Guesthouse in Sprague

4.96 out of 5 average rating, 201 reviews

House on Little River / Writer Retreat

PamelaRating, 5 stars5 months ago
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!
Guest favorite
A spacious sleeping area is highlighted by a large bed with white bedding. The cozy kitchen features wooden cabinetry and essential appliances. A small dining space includes a chair and table, with warm wood paneling visible throughout the cottage.

Guesthouse in North Stonington

4.93 out of 5 average rating, 197 reviews

Charming Post and Beam cottage (near Foxwoods)

JessRating, 5 stars4 months ago
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’“
Superhost
A well-maintained grass area leads to a fenced saltwater pool, surrounded by colorful trees displaying autumn foliage. The pool house features a charming design, positioned adjacent to the pool, while a stone pathway guides visitors through the scenic landscape.

Guesthouse in Glastonbury

4.77 out of 5 average rating, 96 reviews

59 Old Maids Lane pool house

LinnaeRating, 5 stars2 months ago
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
Guest favorite
A two-story barn-style building is set in a lush green landscape, featuring light-colored siding and a dark roof. Red doors provide a contrasting detail. Surrounding greenery and a large rock formation accentuate the rural tranquility of the property.

Guesthouse in Granby

4.89 out of 5 average rating, 231 reviews

The Loft @ Lost Acres ~ A Peaceful Rural Escape!

BonnieRating, 5 stars1 month ago
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!
Guest favorite

Private room in New Haven

4.82 out of 5 average rating, 195 reviews

Amadeus "English Garden Studio"

SarahRating, 5 stars1 week ago
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

Guest favorite

Guesthouse in New Milford

5 out of 5 average rating, 27 reviews

Cozy House in the Trees w/ Fireplace

MeghanRating, 5 stars1 month ago
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 :)
Guest favorite
A scenic view of a calm waterway is framed by a wooden deck. Two white chairs with blue stripes are positioned for relaxation. A small table holds decorative items, while a dock extends into the water, surrounded by greenery and gentle waves.

Guesthouse in Fairfield

4.93 out of 5 average rating, 14 reviews

The Creekside Cottage

AndreRating, 5 starstoday
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!
Guest favorite
The cottage blends into the natural landscape, framed by vibrant fall foliage. The structure features large windows and a gable roof, while greenery surrounds the entrance, creating an inviting view of the serene outdoor environment.

Guesthouse in Pomfret

5 out of 5 average rating, 44 reviews

Cottage in Quiet Corner. Four miles from town.

ErinRating, 5 stars2 months ago
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.
Guest favorite
A serene outdoor space features comfortable seating arrangements overlooking a flowing brook, framed by lush greenery. A fire pit and a rustic outdoor heater add charm, while the sound of the nearby waterfall enhances the tranquil environment.

Guesthouse in Sharon

4.95 out of 5 average rating, 100 reviews

Cottage with a Waterfall View

AndrewRating, 5 stars3 weeks ago
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!
Guest favorite

Guesthouse in Weston

5 out of 5 average rating, 65 reviews

Adorable 1-Bedroom Cottage w/ Mezzanine Weston, CT

KenRating, 5 stars1 month ago
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.
Guest favorite

Guesthouse in Greenwich

4.92 out of 5 average rating, 13 reviews

Lost in Decision Forest Guesthouse

Carolyn Rating, 5 stars1 month ago
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.
Guest favorite

Guesthouse in Guilford

4.99 out of 5 average rating, 88 reviews

Page Guest House

ReneeRating, 5 stars1 month ago
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.
Guest favorite

Guesthouse in Litchfield

4.94 out of 5 average rating, 18 reviews

Cozy remodeled Cottage

CynthiaRating, 5 stars7 months ago
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

Guest favorite
A winding asphalt driveway leads towards a white cottage, framed by lush greenery. A serene sunset casts golden hues across the sky and reflects off the wet surface, creating a tranquil atmosphere in the peaceful environment.

Guesthouse in Litchfield

4.92 out of 5 average rating, 50 reviews

The Blacksmith Cottage

HeatherRating, 5 stars2 months ago
We had a wonderful time. The apartment was very clean and comfortable. The bedrooms were on opposite sides and therefore very private.
Guest favorite

Guesthouse in Norwich

4.94 out of 5 average rating, 47 reviews

Brand new & close to casinos with HOT TUB

IrvRating, 5 stars3 days ago
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!!!
Guest favorite

Guesthouse in Stamford

4.93 out of 5 average rating, 40 reviews

Carriage house flat near beach

HeidiRating, 5 stars3 months ago
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
Guest favorite
A shared backyard features a firepit surrounded by six Adirondack chairs, creating a cozy gathering spot. The grassy area is complemented by trees and a red shed, with the main house visible in the background under a bright sky.

Guesthouse in Stonington

5 out of 5 average rating, 211 reviews

Super Adorable Cottage + Fire pit + King Bed!

TeresaRating, 5 stars1 month ago
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 !
Guest favorite
The image depicts the exterior of a modern, dark-colored guest house surrounded by greenery. A well-maintained stone pathway leads to the entrance, with decorative rock features in the foreground. Potted plants add subtle color, enhancing the tranquil outdoor setting.

Guesthouse in Litchfield

5 out of 5 average rating, 44 reviews

Guesthouse at Bantam Woods - 2 bedrooms

OscarRating, 5 stars3 weeks ago
Laurie is a wonderful host. the guest house is pristine, and goes above and beyond amenity expectations. Thank you for a wonderful stay.
Guest favorite
A serene outdoor space is presented with two umbrellas providing shade over wooden lounge chairs. A picnic table is positioned nearby, while lush green grass and blooming hydrangeas create a tranquil setting, inviting relaxation and enjoyment of nature.

Guesthouse in Stonington

4.97 out of 5 average rating, 70 reviews

Merry Hall Farmhouse

ChristianeRating, 5 stars3 months ago
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.
Guest favorite
The spacious interior showcases a lofted sleeping area above, featuring open beams and large windows that allow natural light to fill the space. Below, a cozy kitchen area is complemented by a small dining table, surrounded by rustic furniture and elements.

Guesthouse in Stonington

4.97 out of 5 average rating, 268 reviews

True Artist Loft, 5 minutes to downtown Mystic

SofiaRating, 5 stars2 weeks ago
Beautiful and quiet spot but very close to downtown/old mystic. Would stay again!
Guest favorite
A sandy beach area extends towards the calm water, featuring a sheltered pavilion with a wooden frame. A rocky jetty can be seen in the distance, marked by a red and white lighthouse. The clear blue sky complements the serene coastal landscape.

Guesthouse in Clinton

4.95 out of 5 average rating, 221 reviews

The Gardener's Cottage Dog friendly/weekly/monthly

LauraRating, 5 stars2 days ago
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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