A rocky beach with large boulders and the ocean in the background.

Old Saybrook Holiday Rentals

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Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Old Saybrook holiday rentals

A bedroom with a wooden bed, bedside lamps, a sofa, and a TV stand.

1. 1-bedroom cottage with Grove Beach 🏖️ access.

1-bedroom cottage with Grove Beach 🏖️ access.
Clinton
9.8 out of 10, Exceptional, (66 reviews)
"We enjoyed our stay"
United States
JM B.
The price is HK$1,275
HK$2,187 total
includes taxes & fees
2 Nov - 3 Nov
1-bedroom cottage with Grove Beach 🏖️ access.
A kitchen with a microwave, stove, and granite countertop. There is a dining area with a sofa and a coffee table.

2. The gardners Cottage 1 mile from long Island Sound - pet friendly

The gardners Cottage 1 mile from long Island Sound - pet friendly
Clinton
9.8 out of 10, Exceptional, (30 reviews)
"Very nice cozy cottage, the host was very friendly"
United States
Wink V.
The price is HK$1,589
HK$2,786 total
includes taxes & fees
2 Nov - 3 Nov
The gardners Cottage 1 mile from long Island Sound - pet friendly
A modern kitchen with white cabinets, a microwave, and a large TV displaying a beach scene.

3. Adorable Cottage, 5 min walk to water & town

Adorable Cottage, 5 min walk to water & town
Westbrook Center
9.2 out of 10, Wonderful, (17 reviews)
"Very nice small place to stay by the beach and close to great coffee shop. "
United States
Donovan V.
The price is HK$1,552
HK$3,998 total
includes taxes & fees
30 Oct - 31 Oct
Adorable Cottage, 5 min walk to water & town
A spacious, well-lit room with a high ceiling, large windows, and a cozy seating area with a sofa and chairs.

4. Authentic 1795 Historic Homestead w/ Private Grounds for Gatherings and Retreats

Authentic 1795 Historic Homestead w/ Private Grounds for Gatherings and Retreats
Saybrook Manor
9.8 out of 10, Exceptional, (140 reviews)
"This house comfortably sleeps a lot of guests and has a well equipped kitchen. Everything was very clean. The hosts were very easy to communicate with and very helpful."
United States
Alexis L.
The price is HK$2,259
HK$4,391 total
includes taxes & fees
3 Nov - 4 Nov
Authentic 1795 Historic Homestead w/ Private Grounds for Gatherings and Retreats
A beach with waves, a clear sky, and a sandy shore.

5. Private 2nd-Floor Apt | 4 Mins to Beach | EV Charger & Parking Included

Private 2nd-Floor Apt | 4 Mins to Beach | EV Charger & Parking Included
Westbrook Center
10.0 out of 10, Exceptional, (1 review)
"Able to walk to all the nearby restaurants with this location, including the beach. Very clean rooms with 2 TVs and controllable AC. Would definitely visit here again."
United States
Mason T.
The price is HK$1,024
HK$2,612 total
includes taxes & fees
2 Nov - 3 Nov
Private 2nd-Floor Apt | 4 Mins to Beach | EV Charger & Parking Included
A cozy room with a bed, a dining table set with bowls and spoons, and a view of a lake and trees.

6. Lakefront Boho Tiny House

Lakefront Boho Tiny House
East Lyme
10.0 out of 10, Exceptional, (12 reviews)
"This place was amazing! Tiny house was spotless with everything you need for a home away from home. Being right on the lake was so relaxing and peaceful. If you’re looking for a quiet couples weekend away, run to book this house!"
United States
Linda M.
The price is HK$966
HK$2,115 total
includes taxes & fees
17 Nov - 18 Nov
Lakefront Boho Tiny House
A dining area with a wooden table, white chairs, a checkered tablecloth, a vase with flowers, and a decorative ceiling light.

7. Adorable Cottage with Cottage porch, walk to water & town

Adorable Cottage with Cottage porch, walk to water & town
Westbrook Center
9.0 out of 10, Wonderful, (8 reviews)
"Very clean and comfortable"
United States
Francine F.
The price is HK$1,771
HK$4,281 total
includes taxes & fees
30 Oct - 31 Oct
Adorable Cottage with Cottage porch, walk to water & town
A living room with stone walls, a fireplace, and a seating area with a sofa and armchairs.

8. Westbrook Getaway-Near Beaches, Train & Shoreline

Westbrook Getaway-Near Beaches, Train & Shoreline
Westbrook Center
The price is HK$1,934
HK$2,756 total
includes taxes & fees
3 Nov - 4 Nov
Westbrook Getaway-Near Beaches, Train & Shoreline
An aerial view of a coastal residential area with houses along the beach, a clear sky, and calm sea.

9. Beachside Bliss w/ Game Room, Gym & Golf Green

Beachside Bliss w/ Game Room, Gym & Golf Green
Westbrook
10.0 out of 10, Exceptional, (3 reviews)
"Perfect house for 6 guests. Loved that it was close to the beach."
United States
Shannon G.
The price is HK$1,665
HK$4,687 total
includes taxes & fees
10 Nov - 11 Nov
Beachside Bliss w/ Game Room, Gym & Golf Green
A cabin by a lake with a wooden exterior, a deck, and a small outdoor seating area.

10. Cozy Lakefront Tiny House

Cozy Lakefront Tiny House
East Lyme
10.0 out of 10, Exceptional, (5 reviews)
"gorgeous tiny home on a tranquil lake!"
United States
Richard R.
The price is HK$1,200
HK$2,414 total
includes taxes & fees
3 Nov - 4 Nov
Cozy Lakefront Tiny House
A hotel reception area with a counter, a digital tablet, and a poster on the wall.

11. Cozy Queen Bed | Micfridge, Smoking

Cozy Queen Bed | Micfridge, Smoking
Niantic
10.0 out of 10, Exceptional, (49 reviews)
"Bed slept well compared to other chain motels nearby,simple but not cramped or noisy at all."
United States
Anonymous traveller
Cozy Queen Bed | Micfridge, Smoking
A hotel reception area with a counter, a digital tablet, and a poster on the wall.

12. Cozy 2 Full Beds | Smoking Wifi

Cozy 2 Full Beds | Smoking Wifi
Niantic
10.0 out of 10, Exceptional, (51 reviews)
"'A good choice as a clean stopover spot offering free parking close by making travel easier."
United States
Anonymous traveller
The price is HK$631
HK$725 total
includes taxes & fees
2 Nov - 3 Nov
Cozy 2 Full Beds | Smoking Wifi
A beach with a house in the background, a clear sky, and a calm sea.

13. Welcoming 1-Bedroom Cottage in Charming Madison is One Mile to Town and Beach!

Welcoming 1-Bedroom Cottage in Charming Madison is One Mile to Town and Beach!
Madison
9.4 out of 10, Exceptional, (3 reviews)
"Cozy cottage was perfect for our long weekend in Madison!"
United States
Samantha D.
The price is HK$1,236
HK$2,847 total
includes taxes & fees
8 Nov - 9 Nov
Welcoming 1-Bedroom Cottage in Charming Madison is One Mile to Town and Beach!
A beach with waves, a clear sky, and a sandy shore.

14. 1st Floor Westbrook Anchor | 2 Queen Beds | EV Charger | Near Beach

1st Floor Westbrook Anchor | 2 Queen Beds | EV Charger | Near Beach
Westbrook Center
10.0 out of 10, Exceptional, (1 review)
"Great spot Very clean"
United States
Dorothy W.
The price is HK$1,425
HK$3,473 total
includes taxes & fees
2 Nov - 3 Nov
1st Floor Westbrook Anchor | 2 Queen Beds | EV Charger | Near Beach
A wooden deck with a table and chairs overlooking a lake, surrounded by trees.

15. Direct Lakefront - Stunning Views and Panoramic Sunsets

Direct Lakefront - Stunning Views and Panoramic Sunsets
East Lyme
10.0 out of 10, Exceptional, (5 reviews)
"Very peaceful and quiet. Beautiful view of the lake. Would definitely book again."
United States
James C.
The price is HK$1,545
HK$3,309 total
includes taxes & fees
9 Nov - 10 Nov
Direct Lakefront - Stunning Views and Panoramic Sunsets
A hotel room with a bed, a nightstand, a wall-mounted lamp, and a window with curtains.

16. Cozy Queen Bed Room |Free Parking

Cozy Queen Bed Room |Free Parking
East Lyme
10.0 out of 10, Exceptional, (55 reviews)
"Our group found the rooms spacious enough and appreciated nearby amenities. It was easy to get around from this location."
United States
Anonymous traveller
The price is HK$608
HK$699 total
includes taxes & fees
1 Nov - 2 Nov
Cozy Queen Bed Room |Free Parking
A hotel lobby with a reception desk, a television mounted on the wall, a small seating area with chairs, and a window providing a view outside.

17. Cozy 1 Queen Bed | Micfridge

Cozy 1 Queen Bed | Micfridge
East Lyme
10.0 out of 10, Exceptional, (55 reviews)
"Quiet spot with decent parking nearby."
United States
Anonymous traveller
The price is HK$646
HK$743 total
includes taxes & fees
10 Nov - 11 Nov
Cozy 1 Queen Bed | Micfridge
A hotel reception area with a receptionist, a guest, and a child.

18. Cozy 2 Full Beds|Free Parking & Wifi

Cozy 2 Full Beds|Free Parking & Wifi
Niantic
10.0 out of 10, Exceptional, (55 reviews)
"Close to local spots, good value for what you get."
United States
Anonymous traveller
The price is HK$631
HK$725 total
includes taxes & fees
2 Nov - 3 Nov
Cozy 2 Full Beds|Free Parking & Wifi
A hotel room with a bed, a nightstand, a wall-mounted lamp, and a window with curtains.

19. Sunny 1 Queen Bed Smk Free Parking

Sunny 1 Queen Bed Smk Free Parking
Niantic
10.0 out of 10, Exceptional, (45 reviews)
"More roomy than other budget motels around here."
United States
Anonymous traveller
The price is HK$608
HK$699 total
includes taxes & fees
1 Nov - 2 Nov
Sunny 1 Queen Bed Smk Free Parking
A hotel reception area with a receptionist, a guest, and a child.

20. Spacious 2-bed | Free Parking & Wifi

Spacious 2-bed | Free Parking & Wifi
Niantic
10.0 out of 10, Exceptional, (53 reviews)
"Quiet spot with basic comforts, did the job well."
United States
Anonymous traveller
The price is HK$661
HK$760 total
includes taxes & fees
2 Nov - 3 Nov
Spacious 2-bed | Free Parking & Wifi
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Old Saybrook Hotel Reviews

Two Trees Inn

Two Trees Inn

10/10 Excellent
"Very friendly staff, clean comfortable room and a very good price. The breakfast was average. I enjoyed my stay there completely."
Charles 1-night trip
Posted 8 hours ago
Two Trees Inn

Find out more about Old Saybrook

Search for holiday rentals in Old Saybrook on Expedia! You can easily find your home rentals, villas, holiday apartments in Old Saybrook using one of the methods below:

  • View our selection of featured holiday rentals in Old Saybrook
  • Use the map to find apartments and other holiday homes in the Old Saybrook neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Old Saybrook while they last

Look no further and take a look at our great range of rental properties in Old Saybrook!

Frequently asked questions

Can I find a holiday rental in Old Saybrook?

Yes, there are holiday rentals in Old Saybrook close to Katharine Hepburn Cultural Arts Center, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the popular beaches and shops in Old Saybrook. Allow some time to check out the spas during your trip.

What are some of the best holiday rentals that Old Saybrook has to offer?

Steps to the Beach, Cozy Year Round Cottage Pet Friendly: This highly rated holiday home rental in Old Saybrook is located near the beach, and has a patio, a garden and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Make the most of games in this rental home to help you unwind.

How many holiday rentals will I find in Old Saybrook?

Choose from 47 Expedia holiday rentals in Old Saybrook for a memorable holiday.

What’s there to see and do in Old Saybrook?

Harvey's Beach and Connecticut River are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Saybrook Country Barn. Other places in town to visit include Katharine Hepburn Cultural Arts Center and Essex Saybrook Antique Village Shopping Center.

What’s a holiday rental in Old Saybrook like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Old Saybrook. Holiday rentals feature extras such as laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of security away from public hotel lifts and lobbies bustling with people while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great choice for a small group gathering.