Old Saybrook Vacation Rentals from $127: Search Short-Term Rentals

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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In two weeks

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In four months

Our top choices for Old Saybrook vacation rentals

1 bedroom, desk, iron/ironing board, travel crib

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

Clinton

JM B.

$199 nightly

Sep 8 - Sep 9

Total with taxes and fees

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

Westbrook Center

Donovan V.

$378 nightly

Aug 13 - Aug 14

Total with taxes and fees

Coffee/tea maker, fridge, microwave, oven

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

Clinton

Mary S.

$315 nightly

Sep 1 - Sep 2

Total with taxes and fees

4. Cozy Lakefront Tiny House

East Lyme

Richard R.

$296 nightly

Sep 8 - Sep 9

Total with taxes and fees

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

Westbrook Center

Mason T.

$357 nightly

Sep 8 - Sep 9

Total with taxes and fees

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

Saybrook Manor

Alexis L.

$606 nightly

Sep 8 - Sep 9

Total with taxes and fees

7. Lakefront Boho Tiny House

East Lyme

Annaliaa C.

$277 nightly

Sep 8 - Sep 9

Total with taxes and fees

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

Madison

$324 nightly

Aug 24 - Aug 25

Total with taxes and fees

9. Charming 2-bedroom house with WiFi, AC in lovely Waterford

Waterford

Michelle M.

$412 nightly

Aug 13 - Aug 14

Total with taxes and fees

10. Beach Retreat - 5 beds , 2 kitchens @ Salt Island- Westbrook -walk to water

Westbrook Center

Kate G.

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

Westbrook

Shannon G.

$645 nightly

Sep 9 - Sep 10

Total with taxes and fees

12. Driftwood Cottage @ Saybrook Point Marina, 2 King Beds

Old Saybrook Center

Joyce S.

$898 nightly

Aug 18 - Aug 19

Total with taxes and fees

Coffee/tea maker, microwave, oven, stovetop

13. Entire Vacation Home in Waterford Connecticut

Waterford

Elise Marie K.

$480 nightly

Aug 13 - Aug 14

Total with taxes and fees

14. NEW Coastal Cottage 2 Miles to Beach + Lake Access

Clinton

"We really enjoyed our stay here. The house has a cozy, homey feel and was a nice place to come back to after being out for the day. It was quiet, comfortable, and had a relaxed vibe that made the trip easy.The location was a big plus for us. Hammonasset Beach was only a few minutes away, and Madison center was just as close, which made it easy to grab dinner or pop out for anything we needed. The outdoor fireplace was also a really nice touch and made the evenings feel special.Overall, it was a...

Moe B.

$337 nightly

Aug 13 - Aug 14

Total with taxes and fees

15. Direct Lakefront - Stunning Views and Panoramic Sunsets

East Lyme

James C.

$674 nightly

Aug 19 - Aug 20

Total with taxes and fees

16. Oceanfront Oasis Spacious 3-Bedroom, 2-Bath Retreat for 12 Linens Included

Old Saybrook

Nicole L.

$1,598 nightly

Aug 16 - Aug 17

Total with taxes and fees

17. 1st Floor Westbrook Anchor | 2 Queen Beds | EV Charger | Near Beach

Westbrook Center

Dorothy W.

$479 nightly

Sep 8 - Sep 9

Total with taxes and fees

18. Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

East Haddam

Frank

$215 nightly

Aug 17 - Aug 18

Total with taxes and fees

19. North Fork Resort

Greenport

Lisa

$275 nightly

Sep 9 - Sep 10

Total with taxes and fees

20. Cliffside Resort Condominiums

Greenport

Christine

$385 nightly

Sep 9 - Sep 10

Total with taxes and fees

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Top Old Saybrook Hotel Reviews

The Fox Tower at Foxwoods

10/10 Excellent

"Nice"

Two Trees Inn

10/10 Excellent

"Beautiful property, large rooms lots of space. Very clean. Pool was good and it has a hot tub as well. Breakfast was pretty good, need more options. Had dinner there, everything we ordered was top notch, (hoping they add a few more items) and the staff was extremely kind, attentive and helpful with fun things to do in the area. Honestly wish I would have stayed another night. Already thinking about the next time I visit."

Saybrook Point Resort & Marina

8/10 Good

"I have stayed here many times over the past years...I was not knocked out by the overall stay. They call themselves a resort and in a way they are but I question their ability to provide excellent service. On my arrival rgere was no bellman so thr shift manager helped me. When I checked in I was supposed to get a room with garden view and a queen bed. The first room that they gave me was windowless and very small. I was paying 800 a night for my room.and it was a mandatory 2 mights. Room service breakfast was 50 dollars and a drink( bloody mary) and a diet coke was 36. As for the pool there are no chairs because people can use a pool membership even if they weren't staying. I paid for it but there was no chair. The house phone doesn't work. I reported it to the front desk but nothing happen. The nicest and most helpful person was the bell man and the Friday manager. The feeling of comfort a attention seems to be taking a bavk seat By the way I also hosted a dinner at fresh salt...the restaurant on premise...that was perfect and the service was excellent. Maybe the desk should be trained by the resto front of house"

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, condos, resorts, cabins, villas, motels. 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 low season months. For more hustle and bustle, you may prefer to visit Old Saybrook in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $127 per night. Rates vary depending on your travel dates, location, and amenities so make a search and 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.

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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 44 Expedia vacation rentals in Old Saybrook for a memorable vacation.

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

Family-friendly attractions include Stay and Play LLC and Saybrook Country Barn, whereas Harvey's Beach and Connecticut River are a couple of great spots to enjoy the outdoors. 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.

Room 1

Check prices for these dates

Our top choices for Old Saybrook vacation rentals

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

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

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

4. Cozy Lakefront Tiny House

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

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

7. Lakefront Boho Tiny House

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

9. Charming 2-bedroom house with WiFi, AC in lovely Waterford

10. Beach Retreat - 5 beds , 2 kitchens @ Salt Island- Westbrook -walk to water

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

12. Driftwood Cottage @ Saybrook Point Marina, 2 King Beds

13. Entire Vacation Home in Waterford Connecticut

14. NEW Coastal Cottage 2 Miles to Beach + Lake Access

15. Direct Lakefront - Stunning Views and Panoramic Sunsets

16. Oceanfront Oasis Spacious 3-Bedroom, 2-Bath Retreat for 12 Linens Included

17. 1st Floor Westbrook Anchor | 2 Queen Beds | EV Charger | Near Beach

18. Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

19. North Fork Resort

20. Cliffside Resort Condominiums

Find vacation rentals that suit your style

Top Old Saybrook Hotel Reviews

The Fox Tower at Foxwoods

Best Western Executive Hotel Of New Haven - West Haven

Omni New Haven Hotel at Yale

Bellissimo Hotel, Trademark by Wyndham Near Foxwoods Casino

Two Trees Inn

Motel 6 New Haven - Branford, CT

Pier Blue Inn Old Saybrook - Essex

Quality Inn Old Saybrook - Westbrook

Saybrook Point Resort & Marina

Find out more about Old Saybrook

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