Old Saybrook Vacation Rentals from CA $109: Short-Term Rentals for 2026

Q: 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.

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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.

Clinton

Marcy C.

CA $320 total

includes taxes & fees

Nov 10 - Nov 11

A hotel room with a bed, a nightstand, a wall-mounted lamp, and a window with curtains.

2. Sunny 1 Queen Bed Smk Free Parking

Niantic

Anonymous traveller

CA $126 total

includes taxes & fees

Nov 10 - Nov 11

A modern loft apartment with a dining area, kitchenette, and a cozy seating area.

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

Westbrook Center

Mason T.

CA $417 total

includes taxes & fees

Nov 10 - Nov 11

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

Saybrook Manor

Alexis L.

CA $781 total

includes taxes & fees

Nov 16 - Nov 17

A cozy room with a bed, a dining table set with bowls and spoons, and a view of a lake and trees.

5. Lakefront Boho Tiny House

East Lyme

Linda M.

CA $351 total

includes taxes & fees

Nov 10 - Nov 11

A living room with a fireplace, a sofa, a coffee table, and a cabinet.

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

Old Saybrook

Karol T.

CA $1,013 total

includes taxes & fees

Nov 20 - Nov 21

A cabin by a lake with a wooden exterior, a deck, and a small outdoor seating area.

7. Cozy Lakefront Tiny House

East Lyme

Richard R.

CA $386 total

includes taxes & fees

Nov 10 - Nov 11

A kitchen with a microwave, stove, and granite countertop. There is a dining area with a sofa and a coffee table.

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

Clinton

Wink V.

CA $465 total

includes taxes & fees

Nov 10 - Nov 11

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.

9. Cozy 2 Full Beds | Smoking Wifi

Niantic

Anonymous traveller

CA $131 total

includes taxes & fees

Nov 13 - Nov 14

A modern kitchen with a granite island, stainless steel appliances, and a bar area with bar stools.

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

Westbrook

Morgan M.

CA $855 total

includes taxes & fees

Dec 1 - Dec 2

A dining area with a wooden table, white chairs, a checkered tablecloth, a vase with flowers, and a decorative ceiling light.

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

Westbrook Center

Francine F.

CA $785 total

includes taxes & fees

Nov 10 - Nov 11

A living room with stone walls, a fireplace, and a seating area with a sofa and armchairs.

12. Westbrook Getaway-Near Beaches, Train & Shoreline

Westbrook Center

CA $567 total

includes taxes & fees

Nov 10 - Nov 11

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!

Madison

Samantha D.

CA $408 total

includes taxes & fees

Nov 15 - Nov 16

14. Cozy 2 Full Beds|Free Parking & Wifi

Niantic

Anonymous traveller

CA $131 total

includes taxes & fees

Nov 10 - Nov 11

A wooden deck with a table and chairs overlooking a lake, surrounded by trees.

15. Direct Lakefront - Stunning Views and Panoramic Sunsets

East Lyme

James C.

CA $788 total

includes taxes & fees

Nov 22 - Nov 23

A dining area with a round wooden table set for six, surrounded by chairs. There is a potted plant on the table, and a small table with a plant and a water bottle in the background.

16. 1st Floor Westbrook Anchor | 2 Queen Beds | EV Charger | Near Beach

Westbrook Center

Dorothy W.

CA $557 total

includes taxes & fees

Nov 10 - Nov 11

17. Cozy Queen Bed Room |Free Parking

East Lyme

Anonymous traveller

CA $126 total

includes taxes & fees

Nov 10 - Nov 11

A modern living room with a large TV, white cabinetry, and a view of the outdoors.

18. Charming beach home, complete with pool & cozy guest house!

Clinton

Juliana A.

CA $1,844 total

includes taxes & fees

Nov 12 - Nov 13

19. Spacious 2-bed | Free Parking & Wifi

Niantic

Anonymous traveller

CA $137 total

includes taxes & fees

Nov 10 - Nov 11

20. Cozy 2 Full Beds | ADA/Tub

Niantic

Anonymous traveller

CA $131 total

includes taxes & fees

Nov 25 - Nov 26

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Top Old Saybrook Hotel Reviews

A marina at sunset with boats docked, a fire feature on the deck, and a chair.

Saybrook Point Resort & Marina

Old Saybrook Center

10/10 Excellent

Annalie

A living room with a stone fireplace, grey sofas, and a coffee table.

The Captain Stannard

Westbrook Center

10/10 Excellent

Our stay was great! My flight got in early, and the innkeeper was very kind to let me check in early. The room was clean, comfortable, and safe. The doors to the inn are locked with a keypad that every traveler has a unique code for safety. The first floor common area has a guestbook, a cabinet full of puzzles and other games, a TV, a kitchenette, and lots of seating. The kitchen has a large refrigerator that guests can access along with coffee, tea, and glassware. They also provide postcards...

Casey

The Scranton Seahorse Inn

Madison Center

10/10 Excellent

Francd

A modern lobby with a wooden ceiling, a large sofa, a coffee table, and a seating area with armchairs.

Best Western Niantic - New London/Mystic Area

Niantic

10/10 Excellent

Jordan

A large, two-story house with a wrap-around porch and a conservatory.

Copper Beech Inn

Ivoryton

10/10 Excellent

The owner was so nice! She even helped with our bags. She went out of her way to show us things and find things to see and do in the area. The room was spotless, the bathroom was the nicest I've ever seen in a hotel. The breakfast was included..but was still full menu and service. I cannot say enough nice things about this place. The history is great, the neighborhood is wonderful and close to all Essex communities. Beautiful place!

Sonya

A hotel room with a bed, a sofa, a table, and a desk. There are two lamps and a window with curtains.

Sleep Inn & Suites Niantic North

Niantic

10/10 Excellent

colette

A sign for Pier Blue Guesthouse with a landscaped garden featuring various shrubs and trees.

Pier Blue Inn Old Saybrook - Essex

Saybrook Manor

10/10 Excellent

John

A hotel room with a large bed, two bedside lamps, a wooden nightstand, a desk with a chair, and a view of the outdoors through a window.

Liberty Inn

Old Saybrook

8/10 Good

Francois

Find out more about Old Saybrook

Everything you need to know about Old Saybrook vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Old Saybrook vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Old Saybrook vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Old Saybrook vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Old Saybrook. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Old Saybrook vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Old Saybrook vacation rentals we have selected for you start as low as CA $109 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Old Saybrook rentals

At Expedia, we put the best Old Saybrook vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Old Saybrook rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Old Saybrook vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Old Saybrook. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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.

Old Saybrook Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Old Saybrook vacation rentals

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

2. Sunny 1 Queen Bed Smk Free Parking

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

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

5. Lakefront Boho Tiny House

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

7. Cozy Lakefront Tiny House

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

9. Cozy 2 Full Beds | Smoking Wifi

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

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

12. Westbrook Getaway-Near Beaches, Train & Shoreline

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

14. Cozy 2 Full Beds|Free Parking & Wifi

15. Direct Lakefront - Stunning Views and Panoramic Sunsets

16. 1st Floor Westbrook Anchor | 2 Queen Beds | EV Charger | Near Beach

17. Cozy Queen Bed Room |Free Parking

18. Charming beach home, complete with pool & cozy guest house!

19. Spacious 2-bed | Free Parking & Wifi

20. Cozy 2 Full Beds | ADA/Tub

Find vacation rentals that suit your style

Top Old Saybrook Hotel Reviews

Saybrook Point Resort & Marina

10/10 Excellent

Find out more about Old Saybrook

Old Saybrook vacation rentals: An excellent choice for every season

How to find incredible deals on Old Saybrook rentals

Frequently Asked Questions

Can I find a vacation rental in Old Saybrook?

What are some of the best vacation home rentals in Old Saybrook?

How many vacation rentals will I find in Old Saybrook?

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

What’s a vacation rental in Old Saybrook like?