
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 G$20,925 GYD per night before taxes and fees

Verified guest reviews
Over 2,490 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.

Sunrise Beach Cottage
Our newly renovated home is steps away from Cornfield Point’s many private Beaches, tennis court, boardwalk and Sandbar. With Multiple Water views, 4 private beaches, new appliances, grill, furniture, washer dryer, beds, patio, fire pit, golf, kayaking, pickle ball , tennis, playground, clubhouse, The Kate , Casino’s , 3 lighthouses, private boat ramp. We will try to accommodate your dog too. Sat - Sat 7 night stays, other by request. Sunrises, Sunsets & Sea Breezes Academic Renters 2025

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

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.

The Dragon Fly Garden
The phrase "nestled in nature” is the best way to describe the dragonfly's den. Sitting on the trail head to over 1,000 acres of the Cocaponsette State Forest across from Messerschmidt pond and just three miles from the winding salt water marsh water way you won't find a better mix of activities. Golf & boating are just moments away. Mountain biking & Trail running off the property. This country cottage boasts lake views, wildlife and wandering trails to loose yourself within. 1GB internet

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.

Waterfront Oasis 4Bdr/2b
Direct oceanfront - pure paradise at the beach! Spectacular views of Long Island Sound with a large, partially covered, patio and private steps to the water/sand. Master bedroom with a wall of windows facing the water...wake up each morning to magnificent views. A slider to the waterside patio connects indoor and outdoor living. Dine alfresco, listen to the sound of the waves,watch the sunset - it is truly magnificent as the sun fades into the horizon and the sky illuminates with color.

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.

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.

Sea Salt Air Changes Everything
Sea Salt Air Changes Everything... The mood. The conversation. The momentum. When you are here you will find yourself at the crossroads of nature and civilization. Stroll to a private association beach from this restful retreat. Stretch out on the deck overlooking swaying seagrass. Sing in the outdoor shower. Go on, no one is listening. Tasteful appointments. Elegance abounds. Salt life refined with the comforts that nourish your soul. Solitude awaits you.

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!

Newly renovated CT shoreline home next to Marinas
Enjoy a newly renovated whole home centrally located on CT shoreline in Old Saybrook. Relax with the whole family or groups of friends at this peaceful place. Channelside Dr is set back from Old Saybrook Main Street, but close enough for a short drive to go enjoy. Boating channel views, close to Marinas, and boat ramp down the street. Come have a peaceful and pleasant stay in one of CT’s most charming shoreline towns.
Popular amenities for Old Saybrook house rentals
House rentals with a pool

Casino Wine Down House w/Pool, Game Room, Big Deck

3 BR/Pool. Walk to Beach & Town!

Private Oasis W/Stunning Vinyard and Pool Views

Breathtaking home with unforgettable views & pool!

East Hampton Oasis - Pool and Hot Tub

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

Secluded Farmhouse - Studio Apartment Style Unit

Sleeping Giant Stay/Swim Spa w/Tread/Tonal/Peleton
Weekly house rentals

Plant Lovers Paradise

Adorable Beach House on LI Sound

Seas the Day at the CT Shoreline

Wonderful 4BR Old Saybrook Beach Home!

Zion's Light Beach Cottage

Water Views and Walk to Beach

Ideal Historic Home in Essex Village

Essex village carriage house
Private house rentals

Adorable Cottage with porch, walk to water & town

Luxe NEW Beach Cottage-Steps to Water-Firepit

SeaStar Scenic Marsh View Close Walk To Ocean

Lakeside bliss

Tinker Gardens

Money Point Beach House- Deck+Views + Beach Access

Addison's Oasis

4 Bedrooms Modern Home with Water View & Access
When is the best time to visit Old Saybrook?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$66,543 GYD | G$58,591 GYD | G$64,450 GYD | G$63,404 GYD | G$71,565 GYD | G$82,655 GYD | G$82,655 GYD | G$82,655 GYD | G$73,029 GYD | G$68,007 GYD | G$62,567 GYD | G$62,776 GYD |
| 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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- Rentals with outdoor seating Old Saybrook
- Beachfront rentals Old Saybrook
- Cottage rentals Old Saybrook
- Beach house rentals Old Saybrook
- Waterfront rentals Old Saybrook
- Rentals with a washer and dryer Old Saybrook
- Rentals with beach access Old Saybrook
- Rentals with a fire pit Old Saybrook
- Rentals with a patio Old Saybrook
- Rentals with a fireplace Old Saybrook
- Family-friendly rentals Old Saybrook
- Pet-friendly rentals Old Saybrook
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