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Family-friendly holiday rentals in Old Lyme

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Old Lyme family-friendly rentals

Family-friendly home rentals with a hot tub

Superhost
Apartment in Norwich
4.84 out of 5 average rating, 151 reviews

Villa Flora @ Norwich Inn & Spa

ChristianRating, 5 stars3 weeks ago
Our stay was peaceful located in a great place , the home its self was perfect if we come back next year we will book this place again
Top guest favourite
Home in North Fork
4.97 out of 5 average rating, 205 reviews

Private Oasis W/Stunning Vinyard and Pool Views

RebeccaRating, 5 stars3 weeks ago
We loved staying at this home - it was the perfect place for our group of ten. The outdoor space was definitely the highlight, with the pool & spa being our favorite part of the trip. The only thing to note is that we weren’t supplied quite enough toilet paper or paper towels, though I did not reach out for more - It was the last evening when we ran out and we were leaving early the next morning. The trash requirements were a surprise after booking, but going to the transfer station was easy enough, and it is listed on the house rules. Overall, an excellent stay and would absolutely return!
Top guest favourite
Guest suite in Mansfield
4.96 out of 5 average rating, 207 reviews

Cozy private apt 8 mins from UCONN - solar powered

ShinjiRating, 5 stars4 weeks ago
The place was quiet, surrounded by beautiful woods, and truly relaxing—it was exactly what I needed. The bed was incredibly comfortable, and I slept so well each night. I also appreciated how responsive the host was to my questions via text. I would love to stay there again in the future. Thank you so much!
Top guest favourite
Home in Wading River
4.96 out of 5 average rating, 503 reviews

Your Zen Retreat

LisaRating, 5 stars3 weeks ago
This was the most beautiful house in a private area in Wading River. It offers peace and tranquility and lives up to its name of Zen Retreat. It was exactly what we were seeking. Conveniently located near parks, farms and wineries I would definitely go back to Brian’s AirBNB. He was an excellent host and very responsive to our needs. Thank you Brian.
Guest favourite
Cottage in Ledyard
4.88 out of 5 average rating, 207 reviews

Waterfront cottage overhanging the water!

JenRating, 5 stars2 weeks ago
We thoroughly enjoyed our time at the cottage. It was so very peaceful and we loved being literally right around n the water! Slept amazingly well and the cottage was just lovely! Robert was also a great host. 5 stars all around and we hope to return again!
Guest favourite
Home in Sag Harbor
4.95 out of 5 average rating, 98 reviews

Sag village, 4 en-suite BRs, hot tub, beach 5 mins

AnthonyRating, 5 stars1 month ago
We had a wonderful weekend. Great place to stay. Would recommend it highly.
Top guest favourite
Home in Stonington
4.97 out of 5 average rating, 226 reviews

Perfect New England Getaway has a pool/ hot tub

ZacRating, 5 stars1 week ago
Patrick and Tracy were wonderful to rent from and the house was great. We had 5 adults and everyone slept comfortably. The patio was a great experience with the pool, hot tub and great outdoor seating. We loved the area and would return in a heartbeat if the dates are open for next year’s trip.
Guest favourite
Home in East Hampton
4.94 out of 5 average rating, 163 reviews

1800 Historical East Hampton Home, 1 Mile to Town!

JoshRating, 5 stars1 month ago
This was a great find for a long weekend! It was perfect for our dog as the front- and backyards are fenced in. Wonderful kitchen, great pool and close to town which made for a perfect stay. Cindy gives good recommendations on restaurants and activities and is very responsive if you have any questions.

Family- and pet-friendly home rentals

Guest favourite
Cottage in Middlefield
4.92 out of 5 average rating, 247 reviews

Lake Beseck cottage

MaryRating, 5 stars2 weeks ago
We loved our stay here. It was the perfect place for two of us and our dog. The home was just as described, welcoming, cosy and well equipped, and we appreciated all the local recommendations. We enjoyed local walks, the lake, and the great dog park, as well as easy access to Middletown to visit our son. Elisabeth and Daniel were fantastic hosts!
Top guest favourite
Guest suite in Westerly
4.96 out of 5 average rating, 142 reviews

Room with a View on Spring Pond

RebeccaRating, 5 stars1 month ago
We can’t say enough about how grateful we are for Linda’s hospitality. From the moment we arrived, she made us feel completely at home. She’s a warm and gracious host who genuinely cares about her guests—and it shows in every thoughtful detail. Our dog absolutely loved exploring the beautiful grounds, and we loved waking up to the view of the pond and fresh coffee. It also happened to be my birthday during our stay, and Linda surprised us with birthday treats—such a kind and memorable gesture! She truly goes above and beyond. Her home is perfectly located near Watch Hill and everything Westerly has to offer.
Top guest favourite
Home in Stonington
4.98 out of 5 average rating, 390 reviews

Historic Seaside 4BR Mystic Home | Walk to Seaport

CassieRating, 5 stars2 weeks ago
This home was perfect. Loved that it is dog friendly. Its location to the surrounding cities and attractions will be the reason I will rent this home again.
Guest favourite
Flat in Sag Harbor
4.94 out of 5 average rating, 154 reviews

Whaling Captain Pierson's Cottage

AngeloRating, 5 stars5 months ago
Paris is a wonderful host. His property and cottage is a perfect retreat for two. Charming accommodations with a beautiful view and an easy walk to town. We’ll be back soon! Angelo C.
Guest favourite
Home in North Fork
4.91 out of 5 average rating, 106 reviews

Cozy Farmhouse Retreat in North Fork, NY

MarisaRating, 5 stars2 months ago
This was a great find! I booked this Airbnb for myself and 4 other girls and there was plenty of room and space for us to hangout, sleep, and get ready. Walkable to town. Extremely clean and had all the amenities you would need for a short weekend getaway. Marianne and Steven were very responsive whenever I had a question. I would totally book this Airbnb again!
Guest favourite
Guest suite in North Fork
4.92 out of 5 average rating, 156 reviews

GREENPORT RETREAT- PRIVATE 2 BR APT w/ PRIV BEACH

AmberRating, 5 stars2 weeks ago
We love staying at George’s place, it feels just like home away from home for us. We’ve visited this property several times over the years, most recently with our son who’s now old enough to fully enjoy the yard on his own. He had a fantastic time playing outside, talking to the deer and rabbits that came to visit. We even saw some turkey vultures! Overall a solid place to stay and it’s become somewhat of a family tradition. Thank you George!
Guest favourite
Cottage in Guilford
4.93 out of 5 average rating, 272 reviews

Charm + location. Walk to beach, town, & harbor.

KathleenRating, 5 stars2 weeks ago
It was so comfortable and peaceful. We had a great time exploring nearby beaches and hikes. We would definitely stay there again.
Top guest favourite
Farm stay in West Simsbury
4.96 out of 5 average rating, 485 reviews

Flamig Farm Staycation

JacquelineRating, 5 stars2 weeks ago
This quaint far stay is a must for families! The abundance of animals is always entertaining. It felt right at home with all the personalized touches, including fresh eggs for breakfast. The location was easy to find, and there was a dedicated parking spot The accommodations were unexpectedly spacious and fun. My kids can’t wait to return

Family-friendly home rentals with a pool

Top guest favourite
Home in Cheshire
5 out of 5 average rating, 135 reviews

Pool House

CindyRating, 5 stars3 weeks ago
The pool house is so cute and the outdoor patio is gorgeous and the perfect place to relax. Great place to stay if you want to stay near New Haven but also want to enjoy quiet away from the city. Sue is a responsive and very generous host!
Superhost
Home in East Hampton
4.88 out of 5 average rating, 111 reviews

Modern East Hampton Home w/ Heated Saltwater Pool

MariaRating, 5 stars3 weeks ago
Beautiful home, very clean, spacious and comfortable to stay with the family. We used the grill on multiple occasions and it was easy to use. The fire pitt was also enjoyable. The kitchen was well stocked, would bring own source of caffeine if you’re picky with your coffee though. Stephen, the host was very responsive and easy to reach when asked questions. The one thing I would recommend is to check in with the host if the pool is available to use prior to booking. Overall a great experience, would stay with them again.
Guest favourite
Guest suite in Brooklyn
4.93 out of 5 average rating, 189 reviews

Affordable In-Law Apartment in Brooklyn, CT

KathyRating, 5 stars1 month ago
We had an excellent stay while attending our son's graduation at UCONN. The place was clean and homey, perfect when traveling back and forth. Our plans changed and we did not bring our dog, and Ashley was kind enough to refund us. My son goes back to UConn in the fall for his master's, and we know where we will stay again next May.
Guest favourite
Home in Sag Harbor
4.86 out of 5 average rating, 266 reviews

Exclusive Sag Harbor Compound

RobertRating, 5 stars3 weeks ago
Benjamins place was a wonderful stay for our family. Coming from the City it was amazing to have so much grass with peace and quiet. It is a short walk to the Main Street and Sag Harbor downtown. We had planned to go out and enjoy some activities during the couple of days we stayed but instead found the place so relaxing we spent most of it in the home. The separate house was nice for a master bedroom and quiet. We would highly recommend this house to anyone wanting to have a relaxing and quiet vacation in the Hamptons near Sag Harbor. Hope to be back again!
Guest favourite
Cottage in Montauk
4.91 out of 5 average rating, 598 reviews

Montauk Oceanview

SusanRating, 5 stars3 weeks ago
Always love staying at Ron’s. It’s so peaceful. Perfect location and beautiful Ocean views with a short ride if you need to go to town. Montauk Music Fest is a must. Amazing talent and great way to see all Montauk venues. Ron so great to have as a host!
Guest favourite
Home in Litchfield
4.93 out of 5 average rating, 189 reviews

Stunning Views, Bucolic Bliss in 1790s Farmhouse

ThomasRating, 5 stars1 week ago
Only complaint would be the noise from road during the morning commute
Guest favourite
Home in East Hampton
4.93 out of 5 average rating, 153 reviews

Large heated pool, games room, near private beach

KarlaRating, 5 stars1 week ago
A beautiful house to always spend time with important people.
Guest favourite
Flat in Glastonbury
4.89 out of 5 average rating, 438 reviews

Quiet 2 bed room apt w/ private entrance.

JoshRating, 5 stars3 weeks ago
Alice’s place was great! We’ll be back again for sure.

Quick stats about holiday rentals that are family-friendly in Old Lyme

  • Total rentals

    100 properties

  • Nightly prices starting at

    ₹6,851 before taxes and fees

  • Total number of reviews

    2.6K reviews

  • Pet-friendly rentals

    30 properties allow pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    100 properties include access to wifi

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