Cottage vacation rentals in Old Saybrook
Find and book unique cottages on Airbnb
Top-rated cottage rentals in Old Saybrook
Guests agree: these cottages 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 cottage rentals
Cottage rentals with a hot tub
Cottage in Narragansett
5.0 out of 5 average rating, 191 reviews♥CozyGetaway-Narragansett-15min to Newport-HotTub♛
Cottage in Cutchogue
4.69 out of 5 average rating, 187 reviewsLovely 2 BR Beach House No. Shore
Cottage in Litchfield
4.89 out of 5 average rating, 263 reviewsLitchfield - Hot Tub - Mohawk Mountain - Fireplace
Cottage in Burlington
5.0 out of 5 average rating, 46 reviewsCozy Cottage w/Lakefront Views, Swim Spa & Firepit
Cottage in Bridgehampton
5.0 out of 5 average rating, 52 reviewsBridgehampton Cottage Close to Town, South of HWY
Cottage in Bethlehem
4.97 out of 5 average rating, 36 reviewsHot Tub | Kayaks | Lake Access | Pet Friendly
Cottage in Eastford
4.89 out of 5 average rating, 76 reviewsSerenity Ashford Lake
Cottage in Woodstock
5.0 out of 5 average rating, 14 reviewsLakefront Cottage Complete with Kayaks!
Pet-friendly cottage rentals
Cottage in Groton
4.98 out of 5 average rating, 157 reviewsMind Over Mystic Cottage
Cottage in Montauk
4.91 out of 5 average rating, 523 reviewsMontauk Oceanview
Cottage in Newtown
4.92 out of 5 average rating, 170 reviewsPrivate and Serene home close to I-84 and shopping
Cottage in Windsor
4.89 out of 5 average rating, 168 reviewsIn-law apartment in Farmington River Cottage
Cottage in Redding
4.93 out of 5 average rating, 234 reviewsCozy Cottage by the pond
Cottage in Guilford
4.93 out of 5 average rating, 245 reviewsCharm + location. Walk to beach, town, & harbor.
Cottage in Charlestown
4.88 out of 5 average rating, 138 reviewsPet-Friendly Private Beach Oceanfront Cottage A/C
Cottage in Milford
4.96 out of 5 average rating, 241 reviewsSpring Sale! Cozy Cottage | Pet | WalktoBeach
Private cottage rentals
Cottage in South Kingstown
4.92 out of 5 average rating, 139 reviewsTHE WHITECAP COTTAGE
Cottage in Chaplin
4.88 out of 5 average rating, 130 reviewsClark Cottage in the historic village in Chaplin
Cottage in Goshen
4.98 out of 5 average rating, 106 reviewsCountry Cottage in Goshen
Cottage in Collinsville
4.96 out of 5 average rating, 113 reviewsThe Carriage House
Cottage in Watertown
4.81 out of 5 average rating, 132 reviewsLakefront Cottage with Private Dock in CT
Cottage in South Kingstown
4.93 out of 5 average rating, 185 reviewsRiverview beach cottage
Cottage in Mystic
4.98 out of 5 average rating, 212 reviewsMystic Cottage Retreat, near downtown
Cottage in East Haddam
4.91 out of 5 average rating, 101 reviewsDirect Waterfront Cottage on Moodus Reservoir.
Quick stats about cottage rentals in Old Saybrook
Total rentals
20 properties
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
10 properties are a good fit for families
Total number of reviews
520 reviews
Nightly prices starting at
$80 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
- Cottage rentals Connecticut
- Rentals with outdoor seating Old Saybrook
- House rentals Old Saybrook
- Beach house rentals Old Saybrook
- Monthly Rentals Old Saybrook
- Rentals with a washer and dryer Old Saybrook
- Pet-friendly rentals Old Saybrook
- Rentals with beach access Old Saybrook
- Rentals with a fireplace Old Saybrook
- Kid-friendly rentals Old Saybrook
- Family-friendly rentals Old Saybrook
- Waterfront rentals Old Saybrook
- Rentals with a fire pit Old Saybrook
- Rentals with a patio Old Saybrook
- Beachfront rentals Old Saybrook
- Cottage rentals Middlesex County
- Cabins United States
- Treehouses United States
- Glamping United States
- Tiny Houses United States
- Beach Houses United States
- Campers and RVs United States
- Lakehouses United States
- 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
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes