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 Cutchogue
4.69 out of 5 average rating, 187 reviewsLovely 2 BR Beach House No. Shore
Dec 17 – 24
Cottage in Narragansett
5.0 out of 5 average rating, 188 reviews♥CozyGetaway-Narragansett-15min to Newport-HotTub♛
Mar 8 – 15
Cottage in Litchfield
4.89 out of 5 average rating, 257 reviewsLitchfield - Hot Tub - Mohawk Mountain - Fireplace
Jul 24 – 31
Cottage in Port Jefferson
4.8 out of 5 average rating, 264 reviewsThe Hilltop Harborview
Jun 4 – 11
Cottage in Jamestown
4.94 out of 5 average rating, 112 reviewsJamestown: Cozy Cottage in town sleeps 6
Mar 28 – Apr 4
Cottage in Old Lyme
4.79 out of 5 average rating, 168 reviewsPrivate Beach Cottage
Aug 11 – 18
Cottage in Burlington
5.0 out of 5 average rating, 42 reviewsCozy Cottage w/Lakefront Views, Swim Spa & Firepit
May 27 – Jun 3
Cottage in Eastford
4.89 out of 5 average rating, 75 reviewsSerenity Ashford Lake
Jul 14 – 21
Pet-friendly cottage rentals
Cottage in Groton
4.95 out of 5 average rating, 272 reviewsRestored Historic Schoolhouse, Mystic River Views
Sep 12 – 19
Cottage in Windsor
4.89 out of 5 average rating, 164 reviewsIn-law apartment in Farmington River Cottage
Jun 6 – 13
Cottage in Montauk
4.91 out of 5 average rating, 518 reviewsMontauk Oceanview
Sep 2 – 9
Cottage in Milford
4.96 out of 5 average rating, 236 reviewsSpring Sale! Cozy Cottage | Walk to Beach | Pet
Aug 22 – 29
Cottage in Branford
4.85 out of 5 average rating, 197 reviewsCozy Home In Short Beach Community
Dec 22 – 29
Cottage in Southampton
4.96 out of 5 average rating, 101 reviewsCharming Southampton Light filled Cottage
Oct 13 – 20
Cottage in Redding
4.93 out of 5 average rating, 232 reviewsCozy Cottage by the pond
Jun 6 – 13
Cottage in Madison
5.0 out of 5 average rating, 102 reviewsShabby Chic Retreat
Nov 18 – 25
Private cottage rentals
Cottage in Goshen
4.98 out of 5 average rating, 103 reviewsCountry Cottage in Goshen
Jan 7 – 14
Cottage in Chaplin
4.88 out of 5 average rating, 128 reviewsClark Cottage in the historic village in Chaplin
Sep 5 – 12
Cottage in Killingly
4.94 out of 5 average rating, 420 reviewsLake front cottage
Nov 24 – Dec 1
Cottage in Mystic
4.98 out of 5 average rating, 208 reviewsMystic Cottage Retreat, near downtown
Nov 24 – Dec 1
Cottage in Collinsville
4.96 out of 5 average rating, 112 reviewsThe Carriage House
Dec 19 – 26
Cottage in Hopkinton
4.98 out of 5 average rating, 123 reviewsLakeside Cottage in Hope Valley, RI
Nov 16 – 23
Cottage in Lebanon
4.86 out of 5 average rating, 135 reviewsGo Jump in the Lake!
Sep 27 – Oct 4
Cottage in Westbrook
4.85 out of 5 average rating, 95 reviewsPeaceful Riverfront Cottage w/Dock, Walk to Beach
Oct 14 – 21
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
€ 75 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
- 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
- Family-friendly rentals Old Saybrook
- Rentals with a washer and dryer Old Saybrook
- Cottage 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