Family-friendly vacation rentals in Old Saybrook
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Old Saybrook
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Old Saybrook family-friendly rentals
Family-friendly home rentals with a hot tub
Cottage in Ledyard
4.9 out of 5 average rating, 144 reviewsWaterfront cottage overhanging the water!
Jan 29 – Feb 5
Guest suite in Mansfield
4.95 out of 5 average rating, 193 reviewsCozy private apt 8 mins from UCONN - solar powered
Oct 14 – 21
Guest suite in Warwick
4.8 out of 5 average rating, 214 reviewsPeaceful retreat in the city
Dec 30 – Jan 6
Cottage in Cutchogue
4.69 out of 5 average rating, 187 reviewsLovely 2 BR Beach House No. Shore
Dec 17 – 24
Home in Wading River
4.96 out of 5 average rating, 457 reviewsYour Zen Retreat
Jul 5 – 12
Home in Sag Harbor
4.82 out of 5 average rating, 132 reviewsNew! Sag Harbor Village Pool, Hot Tub &Beach House
Nov 12 – 19
Villa in Norwich
4.89 out of 5 average rating, 366 reviewsPeaceful Spa Escape minutes to Mohegan Sun Casino
Oct 30 – Nov 6
Home in Stonington
4.97 out of 5 average rating, 185 reviewsPerfect New England Getaway has a pool/ hot tub
Mar 2 – 9
Family- and pet-friendly home rentals
Home in East Haven
4.88 out of 5 average rating, 196 reviewsBeach Cottage by the Sea
Apr 8 – 15
Guest suite in Cutchogue
4.88 out of 5 average rating, 587 reviewsWalk to Vineyards, Beaches, Farms & Town
Aug 12 – 19
Apartment in Middletown
4.9 out of 5 average rating, 240 reviews3 bedroom near Wesleyan, downtown
Sep 26 – Oct 3
Cottage in Middlefield
4.93 out of 5 average rating, 230 reviewsLake Beseck cottage
Mar 27 – Apr 3
Guest suite in Brooklyn
4.92 out of 5 average rating, 153 reviewsAffordable In-Law Apartment in Brooklyn, CT
Sep 8 – 15
Home in Montauk
4.91 out of 5 average rating, 418 reviewsDITCH PLAINS SURF HOUSE
Dec 1 – 8
Cabin in Voluntown
4.95 out of 5 average rating, 671 reviewsVinola-Lakeside Cabin on Beach Pond with Sauna
Oct 2 – 9
Farm stay in West Simsbury
4.95 out of 5 average rating, 430 reviewsFlamig Farm Staycation
Mar 20 – 27
Family-friendly home rentals with a pool
Home in Montville
4.91 out of 5 average rating, 234 reviewsCasino Wine Down House***
Oct 12 – 19
Guesthouse in Shelter Island
4.97 out of 5 average rating, 105 reviewsWaterfront carriage house studio
Jul 28 – Aug 4
Home in Sag Harbor
4.85 out of 5 average rating, 250 reviewsExclusive Sag Harbor Compound
Dec 4 – 11
Barn in Bethel
4.98 out of 5 average rating, 202 reviewsEscape to a Restored New England Antique Milk Barn
Mar 31 – Apr 7
Guest suite in East Hampton
4.89 out of 5 average rating, 222 reviewsPrivate Cozy Cottage with Pool / Private Beach
Oct 3 – 10
Home in East Hampton
4.93 out of 5 average rating, 140 reviews1800 Historical East Hampton Home, 1 Mile to Town!
Oct 11 – 18
Home in Litchfield
4.93 out of 5 average rating, 162 reviewsStunning Views, Bucolic Bliss in 1790s Farmhouse
Sep 12 – 19
Home in East Hampton
4.87 out of 5 average rating, 188 reviewsHeated Saltwater Pool, Walk to Beach, Dog Friendly
Oct 24 – 31
Quick stats about vacation rentals that are family-friendly in Old Saybrook
Total rentals
90 properties
Wifi availability
80 properties include access to wifi
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Pet-friendly rentals
30 properties allow pets
Total number of reviews
2K reviews
Nightly prices starting at
ﺩ.ﺇ184 before taxes and fees
Destinations to explore
- New City Vacation rentals
- Long Island Vacation rentals
- Martha's Vineyard Vacation rentals
- Cambridge Vacation rentals
- Montauk Vacation rentals
- Washington Vacation rentals
- Philadelphia Vacation rentals
- Jersey City Vacation rentals
- New York Vacation rentals
- The Hamptons Vacation rentals
- Boston Vacation rentals
- Montreal Vacation rentals
- Family-friendly rentals New York
- Family-friendly rentals United States
- Family-friendly rentals Manhattan
- Family-friendly rentals Brooklyn
- Family-friendly rentals Connecticut
- Monthly Rentals Old Saybrook
- Waterfront rentals Old Saybrook
- Beachfront rentals Old Saybrook
- Pet-friendly rentals Old Saybrook
- Rentals with a patio Old Saybrook
- Kid-friendly rentals Old Saybrook
- Rentals with a fireplace Old Saybrook
- Rentals with outdoor seating Old Saybrook
- Rentals with a fire pit Old Saybrook
- House rentals Old Saybrook
- Rentals with beach access Old Saybrook
- Cottage rentals Old Saybrook
- Rentals with a washer and dryer Old Saybrook
- Family-friendly rentals Middlesex County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom