
House vacation rentals in Old Saybrook
Find and book unique houses on Airbnb
Quick stats about house rentals in Old Saybrook

Total vacation rentals
Explore 90 vacation rentals in Old Saybrook

Nightly prices starting at
Old Saybrook vacation rentals start at ﺩ.ﺇ 367 per night before taxes and fees

Verified guest reviews
Over 2,580 verified reviews to help you choose

Family-friendly vacation rentals
80 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
90 of Old Saybrook vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Old Saybrook rentals

4.9 Average rating
Old Saybrook stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated house rentals in Old Saybrook
Guests agree: these houses are highly rated for location, cleanliness, and more.

Beachfront Paradise
Beautiful beachfront home available weekly in season third week of June through Labor Day) and nightly (2 night min.) off season. Step out the door and into the sand. Sit on the porch and watch sailboat races from Niantic Bay Yacht Club just steps away. Close to downtown Niantic with restaurants, shops, etc. 18 miles from Mohegan Sun Casino. Attractions within 1/2 hour: Beautiful Mystic, CT, several vineyards, Harkness State Park, Eugene O'Neill Theatre, U.S. Coast Guard Academy, golf courses.
FamilyLocationHospitality

Niantic River Beach Cottage | Waterviews
Kick back and relax in this quiet, stylish New England beach cottage with water views, a private neighborhood beach, an outdoor shower, and a sunny patio for coffee or evening wine. Just minutes from downtown Niantic, you’ll find beaches, cafés, bakeries, ice-cream stands, seafood, boutiques, boat launches, trails, outdoor concerts, and more—all within a short drive or bike ride. Perfect for a romantic getaway, a family weekend, or some quiet coastal downtime. See why guests love staying here!
FamilyValueTV

Year Round Beach House in Old Saybrook, CT.- Pets
Our Beautiful Home is Located in Saybrook Manor Association and only a short walk to the beach . We have 4 Bedrooms that can accomadate 8 people,pull out couch,2 bathrooms, a Dining Room,Kitchen, and Spacious Living room.Our Yard is fenced in for your privacy & pets.Our home comes with many ammenities such as movies,games,kayaks, Clamming &Crabbing tools,Bikes,Floats & Beach Chairs.We have a beautiful backyard to enjoy games,barbecue or just to relax & unwind.Enjoy our beautiful & quaint beach
FamilyValueLaundry

Romantic Getaway at The Lake!
Beautiful year round getaway! Relax and have a glass of wine by the lake. Wake early to enjoy the sun rising directly over the lake with a fresh cup of coffee. Enjoy direct lake access on a trophy bass lake including a beautiful dock. Hot tub overlooking the water open year round. Enjoy dinner in front of beautiful gas fireplace. Amazing sunrises and colorful sunsets. The location and amenities make for a fantastic romantic getaway for two! Centrally located 30 minutes from the Mohegan Casino.
LocationValueCleanliness

Steps to Beach! *Cozy Cottage* Pet Friendly
Relax and enjoy the beach life in this newly renovated charmer just steps from The Saybrook Manor Assoc private beach which is only available to Saybrook Manor Assoc members. Enjoy cooking your favorite family meals in our fully stocked kitchen or venture out to some of the best restaurants on The CT Shore with a short 5-15 min drive. Free wifi for work or entertainment , private outdoor patio dining and serenity await you. You will feel at home in our little slice of heaven on The Shore.
FamilyValueWifi

Waterside Beach Retreat
Beautiful New England period home steps from the beach on the Long Island Sound. Recently renovated from top to bottom with new kitchen and bathrooms, hardwood floors throughout. Idyllic location on quaint & quiet street. Hide away and relax or discover the many local attractions - water sports, fishing, winery, antique stores, scenic walks, premium outlet shopping are all on your doorstep. Ideally located off the I-95 halfway between NYC & Boston, both of which are a train ride away.
FamilyValueCheckout

The Saybrook Point Bungalow, Stroll to Downtown
Charming 2-bedroom cottage in Old Saybrook Point neighborhood, just a 1-mile sidewalk stroll to Main Street shops and restaurants. The primary bedroom features a king bed that can convert to two XL twins upon request, plus a second bedroom with a twin. A large couch can sleep a fourth guest. Enjoy warm, modern touches throughout, a Smart TV in the living room, a sunny back porch, and a quiet yard perfect for morning coffee or relaxing after a day exploring this beautiful beach town.
LocationFamilySleep quality

Amazing 2BR Riverfront Gem
Unwind at this happy getaway on the river. Extremely comfortable house with amazing views in a peaceful neighborhood. The well-equipped kitchen overlooking the river is a pleasure for any cook. You will love to see our fairy-lit lawn, wishing well, chimenea, and charming décor. Only minutes to beaches, groceries, coffee shops, hiking trails and amazing CT scenery at every turn! Other favorites include Chamard Vineyard, Shopping Outlets, fantastic Restaurants, music, and lots more.
ValueFamilySleep quality

Red Bird Waterfront Home. Dock available extra!
Looking for a stylish and spacious place to stay for your next group trip? Look no further than this waterfront home, perfect for families looking to relax and create lasting memories by the ocean. Interested in hosting an event? Ask us! This beautiful home offers stunning views of the water and plenty of space for your family to enjoy. Whether you're looking to spend your days lounging on the beach, exploring the nearby attractions, or simply relaxing with your loved ones.
ValueFamilyPets

Hot Tub & Firepit•Sunsets & Beach Walk | Fireplace
Explore our Old Saybrook retreat on Great Hammock Rd, a cozy spot near the beach. Perfect for romance or family fun, it boasts stunning views and amenities. Relax in the hot tub, use bikes for local exploration, and enjoy evenings by the fire pit. Indoors, a fireplace adds warmth. Book now for a delightful getaway with views, memories, and the charm of Old Saybrook! Please note Our property is strictly an animal-free zone due to severe allergies persisting in the family.
LocationValueAccuracy

The Connecticut Cottage | Historic Modern Charm
Welcome to The Connecticut Cottage — a beautifully restored 1790s stone cottage blending historic New England charm with modern comfort. Thoughtfully renovated from top to bottom, this one-of-a-kind home offers the perfect mix of cozy escape and central convenience along the Connecticut shoreline. Whether you're planning a laid-back coastal getaway or exploring some of New England’s most iconic destinations, you’re perfectly positioned!!
LocationFamilyGetting around

Best of both worlds!
Great location- 1 mile to the beach, 1/2 mile to shops and restaurants, and less than a 1/4 mile to a park! The house is set back from the road with a good size driveway. The inside is newly renovated and we are working to finish the yard area for the summer! The house has WiFi, large yard, and a great front porch that gets a ton of sun. We’ve made great memories there over the years and are now looking to share it with others!
FamilyValueOutdoor spaces
Popular amenities for Old Saybrook house rentals
House rentals with a pool

Breathtaking home with unforgettable views & pool!
ValueLocationBathroom

Chic + serene w/ pool~1 block to waterfront dining
FamilyLocationLong stay

East Hampton Oasis - Pool and Hot Tub
FamilyLocationBackyard

Amazing Home close to Everything -
FamilyLocationDecor

Pool Central Private Bridgehampton Home
FamilyLocationCleanliness

Hot Tub~Pool~GameRoom~FirePit~BBQ~King Bed~Casinos
ValueLocationLong stay

Secluded Farmhouse - Studio Apartment Style Unit
ValueLocationWifi

Modern farmhouse w/ pool, beach, horses and winery
LocationValueCheckout
Weekly house rentals

Plant Lovers Paradise
FamilyLocationOutdoor spaces

Seas the Day at the CT Shoreline
ValueLocationBiking

Newly renovated CT shoreline home next to Marinas
LocationValueQuiet

Historic Coastal Home • Marsh Views • Pet-Friendly
LocationFamilyAccuracy

Water Views and Walk to Beach
LocationFamilyQuiet

Ideal Historic Home in Essex Village
LocationFamilyAir conditioning

Waterfront Oasis 4Bdr/2b
LocationFamilyCleanliness

Coastal 3BR w/ Double Living Areas | Beach Access
FamilyLocationWalkability
Private house rentals

Stunning house on CT river !
ValueFamilyComfort

Paradise in Old Saybrook
LocationFamilyCondition

Adorable Cottage with porch, walk to water & town
LocationFamilyHospitality

Zion's Light Beach Cottage
LocationFamilyAccess

Delightful Historic Home, Sought After Essex, Cozy
LocationWalkabilityDecor

Shoreline Cottage with Waterview
FamilyLocationKitchen

Addison's Oasis
LocationComfortQuiet

Water View Mid Century Home in Essex CT, 4 Kayaks
FamilyLocationRiver
When is the best time to visit Old Saybrook?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 1,168 | ﺩ.ﺇ 1,028 | ﺩ.ﺇ 1,131 | ﺩ.ﺇ 1,197 | ﺩ.ﺇ 1,414 | ﺩ.ﺇ 1,509 | ﺩ.ﺇ 1,451 | ﺩ.ﺇ 1,451 | ﺩ.ﺇ 1,282 | ﺩ.ﺇ 1,194 | ﺩ.ﺇ 1,098 | ﺩ.ﺇ 1,102 |
| Avg. temp | 0°C | 1°C | 4°C | 10°C | 16°C | 21°C | 24°C | 24°C | 20°C | 14°C | 8°C | 3°C |
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