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

Old Saybrook Vacation Rentals

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Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Old Saybrook vacation 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
9.6 out of 10, Exceptional, (61 reviews)
"We enjoyed our stay"
United States
JM B.
The price is ￥16,385
￥33,068 total
includes taxes & fees
Oct 19 - Oct 20
1-bedroom cottage with Grove Beach 🏖️ access.
A living room with a fireplace, a sofa, a coffee table, and a cabinet.

2. Great Hammcock Getaway, cozy home, hot tub, fire pit, beaches nearby.

Great Hammcock Getaway, cozy home, hot tub, fire pit, beaches nearby.
Old Saybrook
10.0 out of 10, Exceptional, (15 reviews)
"Very clean & comfortable home, great host & location! "
United States
Becky W.
The price is ￥31,662
￥71,319 total
includes taxes & fees
Oct 12 - Oct 13
Great Hammcock Getaway, cozy home, hot tub, fire pit, beaches nearby.
A beach with waves, a clear sky, and a sandy shore.

3. 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 ￥23,870
￥54,490 total
includes taxes & fees
Nov 3 - Nov 4
Private 2nd-Floor Apt | 4 Mins to Beach | EV Charger & Parking Included
A modern kitchen with white cabinets, a microwave, and a large TV displaying a beach scene.

4. 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 ￥26,216
￥74,657 total
includes taxes & fees
Oct 15 - Oct 16
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.

5. 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 ￥45,593
￥89,081 total
includes taxes & fees
Oct 21 - Oct 22
Authentic 1795 Historic Homestead w/ Private Grounds for Gatherings and Retreats
A kitchen with a microwave, stove, and granite countertop. There is a dining area with a sofa and a coffee table.

6. 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, (29 reviews)
"Enjoyed our stay - Highly recommend!"
United States
Mary S.
The price is ￥24,934
￥47,395 total
includes taxes & fees
Oct 13 - Oct 14
The gardners Cottage 1 mile from long Island Sound - pet friendly
A living room with a sofa, armchair, coffee table, and a television.

7. Westbrook Getaway-Near Beaches, Train & Shoreline

Westbrook Getaway-Near Beaches, Train & Shoreline
Westbrook Center
The price is ￥31,345
￥45,664 total
includes taxes & fees
Oct 12 - Oct 13
Westbrook Getaway-Near Beaches, Train & Shoreline
A cabin by a lake with a wooden exterior, a deck, and a small outdoor seating area.

8. 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 ￥21,768
￥45,282 total
includes taxes & fees
Nov 4 - Nov 5
Cozy Lakefront Tiny House
A cozy room with a bed, a dining table set with bowls and spoons, and a view of a lake and trees.

9. Lakefront Boho Tiny House

Lakefront Boho Tiny House
East Lyme
10.0 out of 10, Exceptional, (11 reviews)
"Every thing was amazing "
United States
Annaliaa C.
The price is ￥19,852
￥42,761 total
includes taxes & fees
Nov 3 - Nov 4
Lakefront Boho Tiny House
A small, clean room with a glass door leading outside, a round table with two chairs, and a window providing a view of the outside.

10. Cozy Queen Bed Room |Free Parking

Cozy Queen Bed Room |Free Parking
East Lyme
The price is ￥12,350
￥14,203 total
includes taxes & fees
Nov 4 - Nov 5
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.

11. Cozy 2 Full Beds | Smoking Wifi

Cozy 2 Full Beds | Smoking Wifi
Niantic
The price is ￥12,813
￥14,735 total
includes taxes & fees
Nov 1 - Nov 2
Cozy 2 Full Beds | Smoking Wifi
An aerial view of a coastal residential area with houses along the beach, a clear sky, and calm sea.

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

Beachside Bliss w/ Game Room, Gym & Golf Green
Westbrook
10.0 out of 10, Exceptional, (2 reviews)
"Perfect house for 6 guests. Loved that it was close to the beach."
United States
Shannon G.
The price is ￥36,744
￥98,338 total
includes taxes & fees
Nov 3 - Nov 4
Beachside Bliss w/ Game Room, Gym & Golf Green
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 ￥24,934
￥57,606 total
includes taxes & fees
Oct 20 - Oct 21
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 ￥29,177
￥71,059 total
includes taxes & fees
Oct 12 - Oct 13
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 ￥31,171
￥66,773 total
includes taxes & fees
Oct 18 - Oct 19
Direct Lakefront - Stunning Views and Panoramic Sunsets
A hotel reception area with a red wall, a digital clock, and a sign indicating room rates are updated.

16. Sunny 1 Queen Bed Smk Free Parking

Sunny 1 Queen Bed Smk Free Parking
Niantic
The price is ￥12,350
￥14,203 total
includes taxes & fees
Nov 10 - Nov 11
Sunny 1 Queen Bed Smk Free Parking
A hotel room with two beds, a desk, a chair, and a bathroom visible through an open door.

17. Cozy 2 Full Beds|Free Parking & Wifi

Cozy 2 Full Beds|Free Parking & Wifi
Niantic
The price is ￥12,813
￥14,735 total
includes taxes & fees
Nov 10 - Nov 11
Cozy 2 Full Beds|Free Parking & Wifi
A person at a desk with a telephone, a notepad, and a wall with a number sign.

18. Cozy Queen Bed | Micfridge, Smoking

Cozy Queen Bed | Micfridge, Smoking
Niantic
The price is ￥13,122
￥15,090 total
includes taxes & fees
Nov 1 - Nov 2
Cozy Queen Bed | Micfridge, Smoking
A motel with a two-story structure, a covered parking area, and a clear sky.

19. Spacious 2-bed | Free Parking & Wifi

Spacious 2-bed | Free Parking & Wifi
Niantic
The price is ￥13,430
￥15,444 total
includes taxes & fees
Nov 1 - Nov 2
Spacious 2-bed | Free Parking & Wifi
A cabin with a dining table set for two, a bicycle, and a small porch area.

20. Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
2.5 star property
East Haddam
9.4 out of 10, Exceptional, (201 reviews)
"Great experience and the perfect environment"
United States
Stephanie
The price is ￥21,372
￥31,860 total
includes taxes & fees
Nov 9 - Nov 10
Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
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

Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

10/10 Excellent
"The deck over the entrance room was very comfortable and provided an energy to the residence. The energy provided by this view was delightful."
EUGENE 3-night trip
Posted 3 hours ago
Saybrook Point Resort & Marina

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:

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

Frequently asked questions

Can I find a vacation rental in Old Saybrook?

Yes, there are vacation rentals in Old Saybrook close to Katharine Hepburn Cultural Arts Center, or you can go with a more remote 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 vacation home rentals in Old Saybrook?

Steps to the Beach, Cozy Year Round Cottage Pet Friendly: Visitors like this Old Saybrook vacation home rental. It 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 the selection of games in this rental home to help you unwind.

How many vacation rentals will I find in Old Saybrook?

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

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 vacation rental in Old Saybrook like?

Vacation rentals are private properties you can stay in for a few weeks or just a few days in Old Saybrook. Vacation rentals offer extras like kitchens and laundry facilities so you'll have a home away from home. If you're concerned about a sanitized environment, vacation rentals can offer a sense of security away from public hotel elevators and busy lobbies while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive option for family trips.