House holiday rentals in Old Saybrook
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Top-rated house rentals in Old Saybrook
Guests agree: these houses 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 house rentals in Old Saybrook
House rentals with a pool
Home in Cheshire
5.0 out of 5 average rating, 118 reviewsPool House
15–22 Apr
Home in Shelter Island
4.97 out of 5 average rating, 195 reviewsHuge Island Getaway Pool HotTub Walk To Beach
6–13 Dec
Home in Montville
4.96 out of 5 average rating, 106 reviewsCasino Stay & Play House
1–8 Aug
Home in Sag Harbor
4.89 out of 5 average rating, 166 reviewsKiddo Approved! Heated Pool/Hotub Renovated Home
15–22 Oct
Home in Sag Harbor
4.94 out of 5 average rating, 102 reviewsSag Harbor Village Cottage with Pool
11–18 Jun
Home in East Hampton
4.93 out of 5 average rating, 141 reviews1800 Historical East Hampton Home, 1 Mile to Town!
10–17 May
Home in Sag Harbor
4.85 out of 5 average rating, 250 reviewsExclusive Sag Harbor Compound
6–13 Dec
Home in Cutchogue
4.96 out of 5 average rating, 190 reviewsStunning Vinyard Views - Spring Special $475/Nt!
29 Oct – 5 Nov
Weekly house rentals
Home in Old Lyme
4.9 out of 5 average rating, 115 reviewsThe Beach House
25 Nov – 2 Dec
Home in East Haven
4.88 out of 5 average rating, 196 reviewsBeach Cottage by the Sea
27 Mar – 3 Apr
Home in Stonington
4.95 out of 5 average rating, 166 reviewsRomantic Seaside Cottage in Mystic
2–9 Jan
Home in Old Saybrook
4.87 out of 5 average rating, 23 reviewsIconic home at Saybrook Point with pool
2–9 Dec
Home in Old Saybrook
5.0 out of 5 average rating, 13 reviewsOld Saybrook at its best!
8–15 May
Home in Westbrook
5.0 out of 5 average rating, 27 reviewsSea Salt Air Changes Everything
25 Oct – 1 Nov
Home in Old Saybrook
5.0 out of 5 average rating, 24 reviews3BR Private Cottage w/ Pool in Old Saybrook
15–22 Jan
Home in Old Saybrook
4.96 out of 5 average rating, 50 reviewsSteps to Beach! *Cozy Cottage* Pet Friendly
27 Jul – 3 Aug
Private house rentals
Home in Old Saybrook
4.93 out of 5 average rating, 72 reviewsGreat family house
4–11 Jan
Home in Old Saybrook
4.96 out of 5 average rating, 25 reviewsWonderful 4BR Old Saybrook Beach Home!
24–31 Oct
Home in Old Saybrook
4.83 out of 5 average rating, 42 reviewsOceanfront Sleeps 12~ Linens inc 3 Bedrooms~2 Bath
3–10 Oct
Home in Old Saybrook
4.93 out of 5 average rating, 42 reviewsWater Views and Walk to Beach
11–18 May
Home in Old Saybrook
5.0 out of 5 average rating, 15 reviewsSerene waterfront getaway 4Bd/2b
6–13 Nov
Home in East Lyme
5.0 out of 5 average rating, 28 reviewsAdorable Beach Cottage - Private Beach Association
3–10 Apr
Home in Old Saybrook
4.91 out of 5 average rating, 33 reviewsCornfield Point Year-round Home with Private Beach
24 Sep – 1 Oct
Home in Old Lyme
4.97 out of 5 average rating, 34 reviewsRelax & Rejuvenate in this 1920s Riverfront Estate
19–26 Jan
Quick stats about house rentals in Old Saybrook
Total rentals
70 properties
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
60 properties are a good fit for families
Total number of reviews
1.7T reviews
Nightly prices starting at
₹8,341 before taxes and fees
Destinations to explore
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- Rentals with outdoor seating Old Saybrook
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