Family-friendly vacation rentals in Windham County

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Windham County family-friendly rentals

Family-friendly home rentals with a hot tub

Superhost
A living area features three comfortable chairs with floral upholstery, arranged around a wooden coffee table. Natural light fills the space through multiple windows. A cozy area rug covers the floor, and a decorative gold side table adds an elegant touch.
Condo in Norwich
4.84 out of 5 average rating, 150 reviews

Villa Flora @ Norwich Inn & Spa

DebraRating, 5 stars7 months ago
There is nothing more frustrating than not being able to have a decent shower while you are on vacation. That was absolutely not the case here. The hot water and water pressure in both bathrooms was exceptional. This is a great place in a great area. We will definitely try to get back here.
Top guest favorite
A cozy bedroom features a bed dressed in a floral comforter with a decorative pillow. A soft glow from a floor lamp illuminates the space, complemented by a window that offers natural light. A mini-fridge is present in the corner, adding convenience.
Guest suite in Mansfield
4.96 out of 5 average rating, 205 reviews

Cozy private apt 8 mins from UCONN - solar powered

TerryRating, 5 stars1 month ago
This is a wonderful place to stay if you are visiting UConn or the surrounding area. Keri and Jason were fabulous hosts and very responsive to my needs. Keri even anticipated needs by offering to have a fresh cup of coffee ready for me on the AM. Everything was perfect for my stay and there was definitely a comfortable feel. I will definitely be staying here in the future.
Guest favorite
Cottage in Ledyard
4.89 out of 5 average rating, 195 reviews

Waterfront cottage overhanging the water!

RobertRating, 5 stars1 month ago
We had a beautiful stay at the cabin. The views are stunning and the hot tub was glorious. A lovely escape into nature.
Guest favorite
An outdoor swimming pool is surrounded by a spacious patio and lush greenery. Sun loungers are arranged around the pool, with a shaded seating area nearby. The house features a multi-level deck overlooking the pool, creating a relaxing outdoor space for guests.
Home in Hopkinton
4.95 out of 5 average rating, 153 reviews

Hopkinton Mass 3+ Bedrooms - Great location!

RenaeRating, 5 stars1 week ago
Six of us stayed over the weekend. We were very comfortable and Brad was very helpful and responsive. House had everything that we needed. Brad is a great host. Would 100% recommend a stay.
Guest favorite
A sunny outdoor swimming pool is surrounded by a well-maintained patio with colorful flowers. Fenced greenery provides privacy, while a covered seating area with chairs is positioned nearby. Clear blue skies create a refreshing atmosphere above the sparkling water.
Villa in Norwich
4.89 out of 5 average rating, 209 reviews

Romantic Spa Retreat minutes to Mohegan Sun Casino

DyllonRating, 5 stars1 week ago
My wife and I were looking for a nice quiet and peaceful spot near Mohegan, and this was by and far the best space to be in for a short holiday. Very relaxing and full of light. Loved!
Guest favorite
Home in Norwich
4.81 out of 5 average rating, 208 reviews

Grand 9 BR Near Casinos

DebraRating, 5 stars3 days ago
Once again a wonderful time was held by all 12 adults and 4 kids ! We can’t wait to book again next year!!!!! Thanks Anna!!!!!
Guest favorite
A spacious living room features a combination of comfortable sofas arranged around a coffee table. Natural light shines through large windows, illuminating the wood-beamed ceiling. Decorative string lights add a warm glow, while a side table holds a lamp. A playful atmosphere is invited for relaxation.
Cottage in Ledyard
4.93 out of 5 average rating, 248 reviews

Lakeside cottage with beautiful views up the lake!

JimRating, 5 stars3 weeks ago
We had a relaxing, peaceful time at Bobby's place. It's wonderful to wake up right on the water. He was very communicative. It is quiet, but still close enough to everything. We had an enjoyable experience.
Guest favorite
Home in Ashford
4.87 out of 5 average rating, 78 reviews

Large secluded house in the Woods; Pool, hot tub!

TalRating, 5 stars8 months ago
We came as a group of friends with a baby to stay at Blake and Tracy's house, and we had a great stay. They were very communicative and accommodated all our requests to ensure our stay was excellent. They asked in advance if it would be okay for their child to stay in his room inside the house, and we agreed. We didn’t see him at all during our stay, and it didn’t disturb us in the slightest. The fact that Blake and Tracy live right next door was convenient, as they were readily available for anything we needed, but we never felt their presence. We will definitely come back!

Family- and pet-friendly home rentals

Superhost
A well-lit bathroom features a modern vanity with a sink and granite countertop. A large mirror reflects the light above, and a toilet is positioned beside it. Storage is provided by a double-door closet, and stylish tile flooring complements the decor.
Home in Cranston
4.92 out of 5 average rating, 133 reviews

Raised Ranch Retreat: Modern 3 BR/3 Bath w/ Office

SonyaRating, 5 stars1 month ago
Brian was a great host, he was flexible and quick to respond. The home was nice and comfortable. There was a small issue with one of the bathrooms but no big deal. I brought to his attention just for awareness and he was apologetic. We enjoyed the home. I cook alot and the kitchen had what i needed except for things to use in oven and kitchen towels but otherwise well stocked. Great stay
Top guest favorite
A side view of a beachfront home showcases large windows offering views of the water. Blue planters filled with greenery adorn the exterior, while a bright turquoise door adds a pop of color. A wooden walkway leads towards the home, framed by the blue sky.
Home in Narragansett
4.95 out of 5 average rating, 129 reviews

The Landing

JenniferRating, 5 stars3 weeks ago
The Landing was perfect for our weekend getaway. We stayed during the quiet season and felt like we were the only ones around. The house is designed to maximize the view of the water from where ever you are. Our weather was rainy and cold but we stayed cozy and warm by the fire. Being able to bring our older dog was a plus. With clear instructions and everything we needed in the house, we did not have to reach out to John much, but when we did, he was prompt and helpful. We would definitely rent again!
Guest favorite
Home in Hopkinton
4.88 out of 5 average rating, 122 reviews

Large estate with pond near beaches

SaraRating, 5 stars5 months ago
This was a fabulous destination! We were looking for a big place to have a special anniversary party weekend with extended family, and this house had everything we needed. Plenty of bedrooms upstairs and first floor, many common gathering areas, large kitchen and dining room tables, and lots of Space. (And this doesn't even include the explorable property outside.) The dozens of photos in the listing were very helpful, as well as the detailed descriptions. We had specific needs for elderly relatives with disabilities, and owner Lynne was so responsive in her replies to my many messages with varied questions. Truly, Lynne, you deserve a gold star from Airbnb for promptness and offering up ways and help that made our stay both easier and fulfilling.
Top guest favorite
An inviting entryway features a classic chair alongside a small table with a lamp. A wall clock and framed artwork add charm. To the right, a dining area with wooden chairs and a round table can be seen, with natural light filling the space.
Home in Stonington
4.98 out of 5 average rating, 387 reviews

Historic Seaside 4BR Mystic Home | Walk to Seaport

JamieRating, 5 stars1 week ago
Great Gull property is amazing! We loved staying at this seaside inspired home. The thoughtful design reflected the area, and the location was amazing—5 minutes away from the aquarium, walkable to restaurants, and near historic downtown too. We loved the lake just steps away from the house, and were pleasantly surprised that they provided kayaks and bikes too! We also didn’t realize there was a little cottage in the back with bunks and a bathroom—my kids loved staying in here! This was a fun treat. Everything about the house was so comfortable and well stocked and furnished. Thank you for being a great host!
Guest favorite
A bright living area is furnished with two light-colored sofas and a wooden coffee table. A lamp and a side table complement the space, and natural light fills the room through several windows adorned with shades. Wall art adds a touch of coastal charm.
Cottage in Charlestown
4.9 out of 5 average rating, 162 reviews

Pet-Friendly Private Beach Oceanfront Cottage A/C

JiaweiRating, 5 stars1 week ago
The place was perfect for us as a weekend getaway: at such peaceful and secluded location, you can really unplug and feel the warmth of the sun and wind from the ocean. Elizabeth was a super responsible and supportive host. Make sure to book if you are looking for a nice vacation at the beach!
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 stars8 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 kitchen area is visible with modern appliances, including a stove and refrigerator, complemented by a breakfast bar with two stools. A ship's ladder leads to the sleeping loft above. Natural light fills the space through a window, enhancing the clean, contemporary design.
Guesthouse in Groton
4.94 out of 5 average rating, 443 reviews

Quiet studio with sleeping loft and deck

DiannaRating, 5 stars1 week ago
I will book again and again. The comfort of the bed and shower was fantastic. The appliances were updated and I will recommend this little piece of solitude Heaven. It’s like a wee nature refuge and Perfect location. The hosts were attentive and kind. A million thanks!
Top guest favorite
Cabin in Voluntown
4.95 out of 5 average rating, 736 reviews

Vinola-Lakeside Cabin on Beach Pond with Sauna

FrederiqueRating, 5 stars1 week ago
We had an amazing stay at this cabin. Tucked away in the woods right on the lake, it was incredibly peaceful and the perfect place to relax. The cabin itself was adorable, clean, cozy, and had everything we needed. We only spoke to the host (Angela) briefly, but she was so kind and welcoming, and let us know she was available if we needed anything. It truly felt like a hidden gem, and we can’t wait to come back!

Family-friendly home rentals with a pool

Guest favorite
The exterior of the house is seen from the front yard, featuring a white facade with black shutters and a red front door. Vibrant sunflowers grow in the foreground, complementing the green grass and surrounding trees.
Home in Montville
4.92 out of 5 average rating, 268 reviews

Casino Wine Down House

MarkavaRating, 5 stars3 days ago
Friendly and prompt responder. Really clean. The kids more than loved the game room. And I personally loved the decor. Only objection is it’s kinda out of the way and you’d have to drive to do any activities, but other than that a really great stay.
Top guest favorite
A spacious backyard features a well-manicured lawn surrounded by a wooden fence. A swimming pool and a small cabana are visible in the background, framed by greenery. Additional seating areas are present, with shade provided by surrounding trees.
Cottage in North Kingstown
4.98 out of 5 average rating, 44 reviews

Vineyards, Newport, Narragansett, In-Ground Pool

VictoriaRating, 5 stars9 months ago
What a wonderful home and host. Check in was easy and flexible as we weren't sure when we'd arrive. We were greeted by all the fixings for stores and everything was well stocked. Main bedroom bed was very comfortable, bathrooms and kitchen were clean as was the pool in the backyard. We had everything we needed and Tricia gave us great local recommendations for shopping, food and things to do. Would highly recommend if you're traveling to the area with a group/family.
Guest favorite
Home in Woodstock
4.94 out of 5 average rating, 235 reviews

Cedar Ridge: House or House+Apartment

SuzanneRating, 5 stars1 month ago
We love the house! It’s spotless (very clean), very comfortable and super peaceful in a beautiful location! Highly recommend!
Guest favorite
A welcoming living area features a large gray sectional couch with accent pillows, paired with a round coffee table. A light rug covers the dark wood floor, and a dining area with a small table and chairs is visible in the background. Natural light filters through sheer curtains.
Guest suite in Brooklyn
4.92 out of 5 average rating, 183 reviews

Affordable In-Law Apartment in Brooklyn, CT

OmarRating, 5 stars1 month ago
I fell in love with this apartment, the living room, kitchen, bathroom and bedroom were excellent, very cozy and endless amenities, the only complaint I have is the ceiling of the room but it is understandable and is not a big deal and they did not tell us where to put the garbage so we had to leave it in front of the door in the garage but other than that a very good experience in this beautiful place, I recommend it!
Superhost
A two-story dark wood structure is surrounded by lush greenery. The backyard features a well-maintained lawn with patches of wildflowers and a shaded area highlighted by a red umbrella atop a deck. Tall trees provide a natural canopy, creating a serene outdoor setting.
Apartment in Brooklyn
4.85 out of 5 average rating, 217 reviews

8 Bedroom, 4 full bath residence with 40' pool

JudieRating, 5 stars6 months ago
This was our first time at the Barn. There were 8 of us. We had plenty of room. Plenty of parking. MaryBeth and Doug are extremely friendly. We enjoyed hearing about the history of the Barn. Will definitely book there again next year.
Guest favorite
The outdoor space features a landscaped yard with vibrant flowers and neatly arranged cobblestone paths. A crystal-clear pool is visible beyond a decorative black fence, surrounded by trees and greenery. A gazebo adds character to the serene environment, ideal for relaxation.
Home in Brimfield
4.88 out of 5 average rating, 72 reviews

Luxury Home * Pool * Fireplace

DanaRating, 5 stars3 months ago
We had a very nice stay for a family wedding. Sharing the house with two combined families in January and the house was great for this. There are rooms with 3-4 beds in each so if you are looking for bedroom privacy then this house probably isn’t it. That said, we are all family so was fun to bunk up! The area is beautiful and there r a great set of trails right at the end of the road for hiking, walking cross country skiiing etc. Overall, a great stay and Kimberly was very communicative with everything

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