
Old Saybrook Center Rentals

- From $775 per night (USD)VRBO Luxurious Beach Home!- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
 Enjoy you vacation time at this Newly Remodeled Luxurious Beach Home,With two first floor full Baths and bedrooms With ... From $775 per night (USD)VRBO 
- From $259 per night (USD)Expedia Summer Cottage with Water Views at Great Hammock Beach in Old Saybrook- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 8
 Our Great Hammock Beach cottage is a seasonal rental with 4 bedrooms and 1 bath. Recently installed central air conditio ... From $259 per night (USD)Expedia 
- From $583 per night (USD)VRBO Beautiful Cottage Cove!- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
 Come stay at this tastefully updated 4 bedroom-2.5 bath home. Large kitchen and spacious rooms. Each room has its own TV ... From $583 per night (USD)VRBO 
- From $299 per night (USD)VRBO 'Grandma's Cottage' w/ Sunroom: Walk to Beach- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
 Take a step back in time and embrace a peaceful retreat from the comfort of this 3-bedroom, 1-bathroom vintage vacation ... From $299 per night (USD)VRBO 
- From $402 per night (USD)VRBO 5 Bedroom Cottage Steps From The Beach @ Great Hammock Beach - JULY RENTAL ONLY- Bedrooms:
- 1
- Bathrooms:
- 5
- Sleeps:
- 12
 We are booked for the 2022 season! Check back with us next year! We will not reply to any inquiries for 2022. Thank yo ... From $402 per night (USD)VRBO 
- From $467 per night (USD)Expedia Cape Overlooking South Cove of Old Saybrook- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
 Wonderful home just a quick walk from the historic town of Old Saybrook and 2 miles from the Town Beach. Spectacular vi ... From $467 per night (USD)Expedia 
- From $478 per night (USD)VRBO adorable ranch in beach community- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 4
 beautiful beautiful private beach-knollwood beach old saybrook, so much to do in the area three bedroom, one bathroom ad ... From $478 per night (USD)VRBO 
- From $294 per night (USD)VRBO Family Friendly, Beach Themed Cottage - Chalker Beach- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
 This is a beautiful, Cape Cod style cottage that is only an 8 minute walk from the beach. Located in the private Chalker ... From $294 per night (USD)VRBO 
- From $339 per night (USD)VRBO SeaStar Beach House\nCLOSE WALK TO OCEAN Private Beach Access- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 4
 *****SEASTAR****** Enjoy the beauty and Seascape of Knollwood Beach located in beautiful and scenic Old Saybrook Conne ... From $339 per night (USD)VRBO 
- From $411 per night (USD)Expedia Beach community with private beaches- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
 Spacious Beach house within a 5 minute walk to private association beaches. Plenty of space on the sand even in peak sea ... From $411 per night (USD)Expedia 
- From $512 per night (USD)VRBO Driftwood Cottage @ Saybrook Point Marina, 2 King Beds- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
 Nestled between the Long Island Sound and the Connecticut River, Cove Street Cottage is your luxury getaway. You won’t h ... From $512 per night (USD)VRBO 
- Click For PricingExpedia Lovely 3 BR Beach house with beach just a 1 block walk away- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
 Lovely 3 bedroom beach house 1 block from 3 private association beaches. Cottage includes 3 bedrooms on the second floor ... Click For PricingExpedia 
- From $332 per night (USD)VRBO Charming Old Saybrook Cottage < 1 Mi to Beach- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 5
 Slip on your sandals and embrace the seaside when you book this Old Saybrook vacation rental! Ideally situated less than ... From $332 per night (USD)VRBO 
- Click For PricingExpedia Wonderful location, walk to beach, private yard, credit cards- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
 The Cottage was chosen as one of the top ten unique places to stay in Ct. 'Awesome Cottage! Great Owner! Absolutely love ... Click For PricingExpedia 
- From $504 per night (USD)VRBO Capt Nathaniel Clarke Historic Homestead,Reunions, Magnificent Yard- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 8
 SPECIAL RATES FOR OCT AND NOV. Built in 1795 by Captain Nathaniel Clarke (a descendant of Capt. Thomas Clarke. The Nat ... From $504 per night (USD)VRBO 
- From $368 per night (USD)Expedia Steps to the Beach, Cozy Year Round Cottage 🐾 Pet Friendly- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
 Updated furnishings, and freshly painted. Full bath with easy to clean flooring and full size washer and dryer. Inviting ... From $368 per night (USD)Expedia 
- From $2875 per night (USD)VRBO Stunning Seascape Home For A Dream Family Holiday- Bedrooms:
- 6
- Bathrooms:
- 9
- Sleeps:
- 16
 The home sits right on the Long Island Sound, with stunning views of the water. Nine bedrooms, new kitchen (with two ref ... From $2875 per night (USD)VRBO 
- From $419 per night (USD)VRBO Marsh View Home!- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
 Enjoy spectacular sunsets from the deck of our Marsh Side home located in beautiful Old Saybrook, Connecticut or watch t ... From $419 per night (USD)VRBO 
- Click For PricingVRBO Convenience and Privacy in Exclusive North Cove! Close to beaches and downtown!- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
 Very private 3 bedroom, 1.5 bath home in the exclusive community of North Cove. Minutes from Route 9 and I95. Bright op ... Click For PricingVRBO 
- From $463 per night (USD)Expedia Great family home, fenced in back yard and Weber grill.- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
 One floor, 1200 square feet on a 1/2 acre on a quiet residential street. Convenient to the beach, great walks, close t ... From $463 per night (USD)Expedia 
- From $232 per night (USD)VRBO Saybrook Point Cottage - Charming and Private- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
 Charming, one bedroom cottage is located on historic Saybrook Point where the Connecticut River meets Long Island Sound. ... From $232 per night (USD)VRBO 
- From $458 per night (USD)VRBO 54 Steps to the Beach- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
 Beautiful, newly renovated spacious beach house 3 bedroom 2 Full baths. **Bed sheets,blanket, and comforters are NOT p ... From $458 per night (USD)VRBO 
- From $188 per night (USD)VRBO Year Round Beach house- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
 This cozy Knollwood Beach home has 3 bedroom, plus a LR open up couches that sleep 2 in the family room, 2 full baths - ... From $188 per night (USD)VRBO 
- From $341 per night (USD)Expedia Beach House steps to private beaches in sought after location!- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
 You will fall in love with this beautiful beach house in the sought-after Indian Town beach. Beautiful views of Harvey B ... From $341 per night (USD)Expedia 
- From $399 per night (USD)VRBO Newly Renovated Beach Cottage in Old Saybrook CT - AIR CONDITIONED - ACADEMIC- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
 2025/26 ACADEMIC RENTAL AVAILABLE-Sparkling clean, fully air-conditioned, quiet and comfortable 2 bedroom, 1 1/2 bath co ... From $399 per night (USD)VRBO 
- From $337 per night (USD)VRBO Beautiful Marsh Views in a Beach Community- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
 Sun-filled home within a bike ride to a private beach community with gorgeous marsh views and access to a private dock. ... From $337 per night (USD)VRBO 
- From $357 per night (USD)VRBO Cozy cottage in Old Saybrook beach community, walking distance to private beach.- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
 Recently renovated, cozy cottage in Old Saybrook beach community, walking distance to two private beaches. Home has eve ... From $357 per night (USD)VRBO 
- From $413 per night (USD)VRBO Luxury & Premier Location-THE CASHMERE COTTAGE! Near the Kate / Saybrook Point!\n- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
 Indulge in the charm of the Cashmere Cottage, a delightful 2-bedroom, 2-bathroom home exuding style, comfort, and cozy e ... From $413 per night (USD)VRBO 
- From $502 per night (USD)VRBO Beach house with views that has access to Tennis, Basketball and Private Beach.- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
 Very quaint and charming New England year-round beach home in a private community with beautiful sunset views. NO PART ... From $502 per night (USD)VRBO 
- From $301 per night (USD)Expedia Great Hammcock Getaway, cozy home, hot tub, fire pit, beaches nearby.- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
 Explore our Old Saybrook retreat on Great Hammock Rd, a cozy spot near the beach. Perfect for romance or family fun, it ... From $301 per night (USD)Expedia 
- From $511 per night (USD)VRBO Fenwood Coastal Getaway Private Beach Access- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
 Summary: Welcome to your perfect beach getaway! This charming beach house offers everything you need for a relaxing and ... From $511 per night (USD)VRBO 
- Click For PricingExpedia Delightful retreat in the heart of Old Saybrook. Summertime bliss!- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
 Most summer dates are reserved already, but send me a message to inquire... as we will have cancellations. We're certain ... Click For PricingExpedia 
- From $481 per night (USD)VRBO Old Saybrook family gem very close to local beaches!- Bedrooms:
- 1
- Bathrooms:
- 5
- Sleeps:
- 8
 Five bedroom family friendly home and the best of Old Saybrook. Our home is close to the beaches, dozens of fine restau ... From $481 per night (USD)VRBO 
- From $1135 per night (USD)Expedia Waterfront home in the town of Old Saybrook, CT, walk to beach in a minute.- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
 Welcome to our home. The beach is just a minute or 2 away from the home. Truly magically sunrise. If you are on the back ... From $1135 per night (USD)Expedia 
- From $674 per night (USD)VRBO The Beach life at Knollwood beach , Year round house short walk to the beach- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
 Welcome to this year round coastal sanctuary! This stylish home is perfectly positioned within the charming Knollwood Be ... From $674 per night (USD)VRBO 
- From $879 per night (USD)Expedia Beautiful Family Friendly Beach Home in Old Saybrook!- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
 Enjoy lazy beach days and cozy summer nights in this 4 bedroom 2 and a half bath home. Full kitchen with seating for 7. ... From $879 per night (USD)Expedia 
- From $497 per night (USD)VRBO Charming year-round beach home in Indian Town, Old Saybrook- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
 Escape to this lovely house in picturesque Old Saybrook. With 3 bedrooms including a king, queen, and twin with trundle ... From $497 per night (USD)VRBO 
- From $431 per night (USD)VRBO Charming 3-bedroom cottage in Old Saybrook with WiFi and AC- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
 Welcome to this seasonal, summer cottage located in the picturesque Great Hammock community of Old Saybrook, CT. This ch ... From $431 per night (USD)VRBO 
- From $270 per night (USD)VRBO Little Cottage of Gratitude Saybrook Manor walk to beach- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
 This adorable cottage features a cozy coastal decor. Sleep in a queen or full bedroom or the queen sleeper sofa in the ... From $270 per night (USD)VRBO 
- From $527 per night (USD)Expedia Direct Waterfront -Charming 3-BR house with AC, fitness room in Old Saybrook- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
 Consider this house your home away from home while you visit Old Saybrook. This serene property boasts 3 bedrooms, inclu ... From $527 per night (USD)Expedia 
- From $267 per night (USD)VRBO Charming 1920's no frills cottage in peaceful Old Saybrook- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
 Explore the shoreline in this quaint 1920'2 Sears Kit house. Walk to South Cove at the end of the street for beautiful s ... From $267 per night (USD)VRBO 
- From $345 per night (USD)VRBO Charming 2-bedroom cottage short walk to beach located at Chalker Beach,- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
 Located in Chalker Beach,, this dream cottage getaway is a short walk to the private beach and playground for the kids. ... From $345 per night (USD)VRBO 
 
 









































