Kid-friendly holiday rentals in Westbrook

Find and book unique family-friendly rentals on Airbnb

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Popular amenities for Westbrook family-friendly rentals

Kid-friendly house rentals

Top guest favourite
Home in Lyme
4.98 out of 5 average rating, 269 reviews

“The Answer” Your Unique, Tidal, Riverfront Escape

DeannaRating, 5 stars5 days ago
Booked my parents a staycation here, so writing on their behalf: they LOVED it!! After they got back they kept raving about how tranquil and beautiful the place was. Also every little detail that Ellie and Tower provided was so intentional and thoughtful - including a bday note/basket for my parents and “just in case” products (which my mom said was amazing bc she forgot her toothbrush). Plus, the place was spotless. Overall, 10/10 highly recommend and I hope to go there in the future!! 😊
Top guest favourite
Home in Old Saybrook
5 out of 5 average rating, 16 reviews

Cornfield Point Beach House View

DonnaLynnRating, 5 stars5 months ago
Chloe's home was perfect for our stay as we wanted to be near my son in Old Saybrook. She was responsive and accommodating with my questions and needs always getting back to me right away. Check in was easy and I received emails all along the way which was helpful as I am a first time airbnb person. The home was immaculate with everything as it said it would be. I would definitely stay again and recommend this home.
Guest favourite
Home in Clinton
4.94 out of 5 average rating, 141 reviews

Amazing 2BR Riverfront Gem

PattyRating, 5 stars1 week ago
Hard to believe how close to the highway this is. It’s so peaceful and serene. You look out onto a marshy body of water and can watch the ducks and ducklings and a resident crane. It’s lovely. Yet 3 minutes from a supermarket to stock up on supplies. Would definitely recommend.
Top guest favourite
Home in Old Saybrook
4.94 out of 5 average rating, 52 reviews

Water Views and Walk to Beach

VictoriaRating, 5 stars2 weeks ago
We were in Connecticut for our nephew's graduation from Yale. While searching for a house that could accommodate 8 people, I came across this beautiful home. When arriving and walking into the house, it exceeded all of my expectations. It was absolutely gorgeous and only a few steps to the beach. Our family could not stop talking about how exceptional the house was. The little town of Old Saybrook was so cute as well. I would highly recommend this amazing house to anyone that is staying in the area. Trust me, you will not be disappointed.
Top guest favourite
Home in North Fork
5 out of 5 average rating, 12 reviews

Kayaks ~ Bikes ~ Boards ~ 6mins> Greenport ~ 55"TV

TimothyRating, 5 stars1 month ago
We had a wonderful weekend stay at Eileen's beautiful waterfront home. The view from the living room and primary bedroom of the water was so peaceful. The kitchen was well appointed and the cozy living room made for a wonderful family gathering spot when we weren't dining out at the fabulous nearby restaurants, visiting wineries, or viewing local scenery. Eileen was incredibly responsive to small questions we had. We would definitely book again!!
Guest favourite
Home in Old Saybrook Center
4.72 out of 5 average rating, 223 reviews

The Cottage

KatieRating, 5 stars1 week ago
This was the perfect place to stay for our weekend get away. It’s a great location close to a lot of restaurants, shopping, and beaches. We had everything we needed and the beds were very comfortable. We would definitely stay there again.
Superhost
Home in Essex
5 out of 5 average rating, 4 reviews

Mid-Century 4 bedrooms with Water View & Access

PriyaRating, 5 stars1 week ago
We had a wonderful weekend at Aude's home in Essex. The setting was beautiful and the house itself was immaculate. It is a 7 minute drive to the center of town, which was convenient. The host was very responsive and quick to fix any concerns we brought to her attention. I would definitely return to this Airbnb!
Superhost
Home in Westbrook
4.88 out of 5 average rating, 8 reviews

Plan your summer getaway! 3 Night Minimum

MelissaRating, 5 stars6 months ago
Unique mid-century mod house design with glass walls viewing the deck & garden, comfortable furniture, fully equipped kitchen, short safe walk to the beach & nearby playground. Responsive hosts. Pristine bathrooms & plush linens. Sauna! Parents of young children may want to block access to the spiral stairs & loft. Older kids will want to hang out in the cool loft! Also perfect for yoga… Great food & brews at nearby Haywire Burger Bar! We plan to return. Thank you Melissa & Patricia

Family-friendly apartment rentals

Superhost
Flat in East Haddam
4.79 out of 5 average rating, 284 reviews

The Federal Suite at the Wisteria Rest

DanRating, 5 stars4 weeks ago
Very nice apt and perfect for a quick weekend getaway.
Guest favourite
Flat in Old Lyme
4.89 out of 5 average rating, 197 reviews

Private apartment in historic Old Lyme mansion

CatherineRating, 5 stars6 months ago
Holly's home is a spectacular antique in a lovely area of Old Lyme. The apartment is on the third floor, up a gorgeous curving staircase, and is very comfortable and spacious, with high ceilings and cozy furniture. We were in town for a funeral and so didn't have a chance to enjoy just hanging around, but we did manage to have coffee twice at Long River farm market, as well as dinner at the Hangry Goose. Both are great and less than a mile from the house. This apartment is a really unique stay, and it reminded me of an apartment in Paris.
Top guest favourite
Flat in Chester
4.98 out of 5 average rating, 167 reviews

Charming Chester Retreat - Cottage

JackieRating, 5 stars6 days ago
Wow!!! This is the nicest airbnb I have ever stayed in. The property is beautiful and peaceful, surrounded by trees with lots of privacy. The cottage itself is immaculate (I’m very particular about cleanliness). The dining area is stunning with skylights and beautiful trees outside and great light! The hosts were also so welcoming and friendly, they included so many nice touches for my baby including a pack and play/travel crib, diaper changing area, and toys! I hope to stay here again every time we come to this area!
Top guest favourite
Flat in New Britain
4.95 out of 5 average rating, 190 reviews

Spacious Cozy Guest Suite

Mary AnnRating, 5 stars1 week ago
Radim was the perfect host. Responsive, friendly and knowledgeable about the area we were going to. Would definitely recommend a stay at Radim’s place.
Top guest favourite
Flat in Guilford
4.99 out of 5 average rating, 273 reviews

Guilford Guest House- private studio apartment

MelRating, 5 stars1 week ago
I loved Suzanne’s place! I was in town for a wedding at the Guilford Yacht Club and her listing is the perfect location. It’s a really well done studio. Suzanne is kind and quick to respond. Also, she let me check out pretty late which was cool.
Guest favourite
Flat in Brookfield
4.92 out of 5 average rating, 279 reviews

Peaceful apartment on 3.5 acres w/ Artist studio.

BrielleRating, 5 stars3 weeks ago
The house was perfect for us, just a couple! It felt cozy and the artist studio/pool table was perfect for entertainment! Host was proactive with instructions and was super friendly! Would stay here again!
Top guest favourite
Flat in Deep River
4.93 out of 5 average rating, 147 reviews

Lovely Garden-Level Apartment in Heart of Town

ElizabethRating, 5 stars1 week ago
Lovely town and environment. Very spacious and fully equipped apartment. The two bedrooms are separated from each other by the big kitchen, a little reading room and the living room…so good privacy. Two TVs. Comfy beds! The small town is an easy and pleasant walk. It’s a ground floor apartment under the owners house, so be prepared for the patter of little dog feet above. We did not see the owners but communication was terrific. Great place to stay in the vicinity.
Guest favourite
Flat in East Lyme
4.97 out of 5 average rating, 230 reviews

Brand New Direct Lakefront - Panoramic Sunsets

DinaRating, 5 stars2 weeks ago
Beautiful home with beautiful surroundings. It was the perfect layout for our family to gather together. RV park was quiet and peaceful. Kevin’s tiny homes that surround this house look adorable! My next solo trip will be in one of those:)

Family-friendly apartment rentals

Top guest favourite
Apartment in Norwich
4.98 out of 5 average rating, 107 reviews

CASiNO, Spa, Hot Tub, Pool, King bed, sauna

FrankRating, 5 stars1 week ago
I am very familiar with the villas there so the layout is very similar to the one my parents bought. I think it was very nice to have the keypad to get in and out and everything was clean and it was very easy communicating with Kim.
Superhost
Apartment in New Britain
4.82 out of 5 average rating, 126 reviews

New Britain "Joy of Small Space" Condo

AdamRating, 5 stars6 days ago
Muna was incredible start to finish with my stay. Helpful, communicative and accommodating. Place was perfectly as described. Genuinely recommend a stay at her place!
Guest favourite
Apartment in Middletown
4.93 out of 5 average rating, 153 reviews

Entire place to yourself Cromwell/Middletown Line

OleksandrRating, 5 stars2 days ago
Great apartment! Furniture is comfy. Kitchen is fully stocked. Neighborhood is peaceful. During my stay the cutting boards were stored between the microwave and wall (took me a day to find them)
Superhost
Apartment in North Fork
4.84 out of 5 average rating, 135 reviews

Seaside Summer Escape: 2BR Waterfront Condo w/Pool

SeanRating, 5 stars2 weeks ago
We had a great stay at Julie’s place. There was a slight hiccup with check-in times but Julie was very communicative and sorted it out promptly. The place itself was great, beautiful waterfront views and a private beach. The weather wasn’t the best but we still made the most of it. The apartment was compact but big enough for 4 adults.
Top guest favourite
Apartment in Norwich
4.98 out of 5 average rating, 137 reviews

The Vacay Villa

SusanRating, 5 stars3 weeks ago
This is a wonderful property that is close to everything we like to do! Krista is a wonderful host and I’m always excited if her place is available.
Top guest favourite
Apartment in Norwich
4.98 out of 5 average rating, 182 reviews

Peaceful Oasis steps from Mohegan Sun

EricRating, 5 stars1 week ago
We had a great time and the property was immaculate! The hosts came by with extra towels quickly upon request and it was a holiday. Recommended!
Guest favourite
Apartment in North Fork
4.92 out of 5 average rating, 139 reviews

Beachside Waterview 2Br Condo w/ Pool in Greenport

MorganRating, 5 stars1 week ago
We had a great stay! Instructions were clear and the home had everything we needed.
Guest favourite
Apartment in Norwich
4.88 out of 5 average rating, 234 reviews

The N-V ...The Spa at the Norwich Inn.

CaitlinRating, 5 stars1 month ago
We stayed in town for an event at Mohegan Sun. The flexible check in was helpful as we got in late at night. The place was clean and welcoming.

Quick stats about holiday rentals that are kid-friendly in Westbrook

  • Total rentals

    30 properties

  • Nightly prices starting at

    ₹8,579 before taxes and fees

  • Total number of reviews

    1.3K reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

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