
House vacation rentals in Old Saybrook
Find and book unique houses on Airbnb
Top-rated house rentals in Old Saybrook
Guests agree: these houses 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 house rentals
House rentals with a pool

The Perfect North Fork Escape

4 BD w/ Heated Pool in E Hampton, Fully Furnished

Modern East Hampton Home w/ Heated Saltwater Pool

Pool House

Hilltop House w/POOL/SPA- HOST & Co.

Stunning Central E. Hampton Home w/ gunite pool.

Long Island home w/ large pool

Large heated pool, games room, near private beach
Weekly house rentals

Beautiful Lakefront Retreat with Private Dock

Quonnie Beach House Walk to the beach

Amagansett, Waterfront retreat

The Greenport Bungalow

Montauk beach house!

Maritime Village Getaway with Backyard

Beachfront Paradise

Historic Beachside Glamour
Private house rentals

Shell House

Welcome To Piper's Rest

Serene Country home 24 mi Mohawk ski area

Year Round Beach House in Old Saybrook, CT.- Pets

Quiet , private yard - Walk to beach

Private Beach access along the Wine Trail

Exclusive Sag Harbor Compound

Stunning, peaceful and private home
Quick stats about house rentals in Old Saybrook
Total rentals
90 properties
Nightly prices starting at
$100 before taxes and fees
Total number of reviews
2.2K reviews
Family-friendly rentals
80 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Destinations to explore
- The HamptonsĀ Vacation rentals
- Long IslandĀ Vacation rentals
- PlainviewĀ Vacation rentals
- East RiverĀ Vacation rentals
- Hudson ValleyĀ Vacation rentals
- New YorkĀ Vacation rentals
- BostonĀ Vacation rentals
- Cape CodĀ Vacation rentals
- Jersey ShoreĀ Vacation rentals
- Pocono MountainsĀ Vacation rentals
- South JerseyĀ Vacation rentals
- PhiladelphiaĀ Vacation rentals
- Rentals with a patioĀ Old Saybrook
- Beachfront rentalsĀ Old Saybrook
- Kid-friendly rentalsĀ Old Saybrook
- Rentals with outdoor seatingĀ Old Saybrook
- Waterfront rentalsĀ Old Saybrook
- Rentals with beach accessĀ Old Saybrook
- Beach house rentalsĀ Old Saybrook
- Rentals with a fire pitĀ Old Saybrook
- Rentals with a washer and dryerĀ Old Saybrook
- Cottage rentalsĀ Old Saybrook
- Family-friendly rentalsĀ Old Saybrook
- Rentals with a fireplaceĀ Old Saybrook
- Pet-friendly rentalsĀ Old Saybrook
- House rentalsĀ Middlesex County
- House rentalsĀ Connecticut
- House rentalsĀ United States
- CabinsĀ United States
- TreehousesĀ United States
- GlampingĀ United States
- Tiny HousesĀ United States
- Beach HousesĀ United States
- Campers and RVsĀ United States
- LakehousesĀ United States
- Yurt RentalsĀ United States
- Yurt RentalsĀ United Kingdom
- Castle RentalsĀ United States
- HouseboatsĀ United States
- Holiday CaravansĀ United Kingdom
- Private Island RentalsĀ United States
- Farm HousesĀ United States
- Farm CottagesĀ United Kingdom
- Cabin RentalsĀ Australia
- Luxury CabinsĀ United Kingdom
- Luxury CabinsĀ United States
- Holiday ChaletsĀ United Kingdom
- Cottage RentalsĀ United States
- Holiday CottagesĀ United Kingdom
- Mansion RentalsĀ United States
- Villa RentalsĀ United Kingdom
- Holiday BungalowsĀ United Kingdom
- Bungalow RentalsĀ United States
- Condo RentalsĀ United States
- Holiday ApartmentsĀ Australia
- Holiday HousesĀ United States
- Holiday HousesĀ United Kingdom
- Private Holiday RentalsĀ United Kingdom
- Big House RentalsĀ United States
- Big CottagesĀ Australia
- Large VillasĀ United Kingdom
- House Rentals with a PoolĀ United States
- Cabin Rentals with a PoolĀ United States
- Villas with a PoolĀ United Kingdom
- Apartments with a Hot TubĀ United States
- Holiday Cottages with a Hot TubĀ United Kingdom
- Beach CabinsĀ United States
- Beach CondosĀ United States
- Beachfront RentalsĀ United States
- Beach HousesĀ United Kingdom
- Beach VillasĀ United Kingdom
- Coastal CottagesĀ United Kingdom
- Pet-Friendly Vacation RentalsĀ United States
- Pet-Friendly Beach RentalsĀ United States
- Pet-Friendly Cabin RentalsĀ United States
- Dog-Friendly CottagesĀ United Kingdom
- Luxury Dog-Friendly CottagesĀ United Kingdom
- Beach
- Charlestown Beach
- Fairfield Beach
- Southampton Beach
- Yale University
- Foxwoods Resort Casino
- Napeague Beach
- Ocean Beach Park
- Cooper's Beach, Southampton
- Quotonset Beach
- Walnut Public Beach
- Shinnecock Hills Golf Club
- Woodmont Beach
- Giants Neck Beach
- Seaside Beach
- Blue Shutters Beach
- TPC River Highlands
- Clinton Town Beach
- Jennings Beach
- Amagansett Beach
- Shennecossett Beach
- Anchor Beach
- Attawan Beach
- Bushnell Park
- Family travel hubĀ Tips and inspiration
- Family budget travelĀ Get there for less
- Vacation ideas for any budgetĀ Make it special without making it spendy
- Travel Europe on a budgetĀ How to take the kids to Europe for less
- Outdoor adventureĀ Explore nature with the family
- Bucket list national parksĀ Must-see parks for family travel
- Kid-friendly state parksĀ Check out these family-friendly hikes