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 Old Saybrook house rentals
House rentals with a pool
Home in Cheshire
5.0 out of 5 average rating, 118 reviewsPool House
1–8 Apr
Home in Montville
4.96 out of 5 average rating, 106 reviewsCasino Stay & Play House
3–10 Jun
Home in Sag Harbor
4.85 out of 5 average rating, 250 reviewsExclusive Sag Harbor Compound
19–26 Dec
Home in New London
4.89 out of 5 average rating, 132 reviewsOASIS @ OCEAN BEACH PARK: 6 QUEEN BEDS
30 Jan – 6 Feb
Home in East Hampton
4.97 out of 5 average rating, 116 reviewsExplore the Water & Woods at a Relaxing Retreat
30 Dec – 6 Jan
Home in Litchfield
4.93 out of 5 average rating, 163 reviewsStunning Views, Bucolic Bliss in 1790s Farmhouse
12–19 Sep
Home in Cutchogue
4.96 out of 5 average rating, 190 reviewsStunning Vinyard Views - Spring Special $475/Nt!
6–13 Apr
Home in East Hampton
4.87 out of 5 average rating, 188 reviewsHeated Saltwater Pool, Walk to Beach, Dog Friendly
2–9 Dec
Weekly house rentals
Home in East Haven
4.88 out of 5 average rating, 196 reviewsBeach Cottage by the Sea
14–21 Feb
Home in Preston
5.0 out of 5 average rating, 122 reviewsNew Lake Front Home w/ Game Room & Stunning Views
2–9 Feb
Home in Stonington
4.95 out of 5 average rating, 166 reviewsRomantic Seaside Cottage in Mystic
31 Dec – 7 Jan
Home in Old Saybrook
4.96 out of 5 average rating, 50 reviewsSteps to Beach! *Cozy Cottage* Pet Friendly
9–16 Nov
Home in Old Saybrook
5.0 out of 5 average rating, 13 reviewsOld Saybrook at its best!
6–13 May
Home in Old Saybrook
4.87 out of 5 average rating, 23 reviewsIconic home at Saybrook Point with pool
2–9 Dec
Home in Westbrook
5.0 out of 5 average rating, 27 reviewsSea Salt Air Changes Everything
16–23 Dec
Home in Old Saybrook
4.88 out of 5 average rating, 32 reviewsChalker Beach House Steps to the Water
23–30 Dec
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
4.83 out of 5 average rating, 42 reviewsOceanfront Sleeps 12~ Linens inc 3 Bedrooms~2 Bath
22–29 Mar
Home in Old Saybrook
4.93 out of 5 average rating, 42 reviewsWater Views and Walk to Beach
9–16 May
Home in Haddam
5.0 out of 5 average rating, 78 reviewsCozy Comforts!
14–21 Aug
Home in Old Saybrook
4.91 out of 5 average rating, 33 reviewsCornfield Point Year-round Home with Private Beach
23–30 Sep
Home in Old Lyme
4.97 out of 5 average rating, 34 reviewsRelax & Rejuvenate in this 1920s Riverfront Estate
12–19 Oct
Home in Essex
4.97 out of 5 average rating, 35 reviewsIdeal Historic Home in Essex Village
6–13 Nov
Home in East Lyme
5.0 out of 5 average rating, 28 reviewsAdorable Beach Cottage - Private Beach Association
6–13 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
1.7K reviews
Nightly prices starting at
$169 NZD before taxes and fees
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- Rentals with beach access Old Saybrook
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