Cottage holiday rentals in Old Saybrook
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Top-rated cottage rentals in Old Saybrook
Guests agree: these cottages are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for cottage rentals in Old Saybrook
Cottage rentals with a hot tub
Cottage in Port Jefferson
4.8 out of 5 average rating, 265 reviewsThe Hilltop Harborview
17–24 Apr
Cottage in Ledyard
4.9 out of 5 average rating, 145 reviewsWaterfront cottage overhanging the water!
27 Nov – 4 Dec
Cottage in Litchfield
4.89 out of 5 average rating, 258 reviewsLitchfield - Hot Tub - Mohawk Mountain - Fireplace
28 May – 4 Jun
Cottage in Narragansett
5.0 out of 5 average rating, 188 reviews♥CozyGetaway-Narragansett-15min to Newport-HotTub♛
9–16 Mar
Cottage in Cutchogue
4.69 out of 5 average rating, 187 reviewsLovely 2 BR Beach House No. Shore
17–24 Oct
Cottage in Old Lyme
4.79 out of 5 average rating, 169 reviewsPrivate Beach Cottage
11–18 Aug
Cottage in Burlington
5.0 out of 5 average rating, 43 reviewsCozy Cottage w/Lakefront Views, Swim Spa & Firepit
28 Aug – 4 Sep
Cottage in Morris
4.92 out of 5 average rating, 25 reviewsLakefront Escape w/HOT TUB
1–8 Aug
Pet-friendly cottage rentals
Cottage in Milford
4.96 out of 5 average rating, 236 reviewsSpring Sale! Cozy Cottage | Walk to Beach | Pet
3–10 Oct
Cottage in Windsor
4.89 out of 5 average rating, 164 reviewsIn-law apartment in Farmington River Cottage
6–13 Jun
Cottage in Branford
4.85 out of 5 average rating, 197 reviewsCozy Home In Short Beach Community
30 Nov – 7 Dec
Cottage in Madison
5.0 out of 5 average rating, 102 reviewsShabby Chic Retreat
18–25 Nov
Cottage in Westbrook
4.85 out of 5 average rating, 96 reviewsPeaceful Riverfront Cottage w/Dock, Walk to Beach
17–24 Oct
Cottage in Old Saybrook
4.95 out of 5 average rating, 44 reviews1920’s charming dollhouse near South Cove
19–26 Feb
Cottage in Essex
4.93 out of 5 average rating, 30 reviewsEssex House
16–23 Nov
Cottage in Deep River
4.86 out of 5 average rating, 22 reviewsCountry Cottage in Private Garden Setting
24 Apr – 1 May
Private cottage rentals
Cottage in Goshen
4.98 out of 5 average rating, 103 reviewsCountry Cottage in Goshen
7–14 Feb
Cottage in South Kingstown
4.93 out of 5 average rating, 107 reviewsThe Snug Cottage: Walk to Water-Newly Renovated
14–21 Sep
Cottage in Killingly
4.94 out of 5 average rating, 421 reviewsLake front cottage
14–21 Nov
Cottage in Collinsville
4.96 out of 5 average rating, 112 reviewsThe Carriage House
19–26 Mar
Cottage in South Kingstown
4.92 out of 5 average rating, 135 reviewsTHE WHITECAP COTTAGE
14–21 Sep
Cottage in Hopkinton
4.98 out of 5 average rating, 123 reviewsLakeside Cottage in Hope Valley, RI
21–28 Dec
Cottage in Watertown
4.81 out of 5 average rating, 129 reviewsLakefront Cottage with Private Dock in CT
21–28 Oct
Cottage in Old Saybrook
5.0 out of 5 average rating, 13 reviewsLittle cottage of gratitude
10–17 Dec
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
$109 SGD before taxes and fees
Destinations to explore
- New City Holiday rentals
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- Rentals with beach access Old Saybrook
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