Holiday Rentals in Old Saybrook

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Holiday Rentals in Old Saybrook

Mid-Century Summer Retreat: Private Beach, Stunning Sunsets, and Chef's Kitchen!
10.0 out of 10, Exceptional, (70)
"Ricks home is STUNNING and very thoughtfully decorated. He was responsive and flexible. Thank you for an amazing stay!"
Mid-Century Summer Retreat: Private Beach, Stunning Sunsets, and Chef's Kitchen!
Private Guest House w/ Deck + Spectacular Views!
10.0 out of 10, Exceptional, (11)
"Our floors were being refinished so we needed a place to stay for a week with our dog. The cottage was perfect for our needs, with plenty of space to walk our dog."
Private Guest House w/ Deck + Spectacular Views!
Cozy 2-bedroom vacation home《 free WiFi & parking 》New London, Connecticut, USA
10.0 out of 10, Exceptional, (2)
"This VRBO was very Comfortable. Old Rustic House thats Been Upgraded with Modern Accomodations. We felt Very Relaxed here. We cooked Dinner /Breakfast . and enjoyed some Livation. Sitting area outside was perfect. . and we slept well.. . The only thing we were surprised about was the On Street Parking for unloading. And the Stairs at the Entrance.. Not Handicap Accesibble. But, in the end.. We were very happy. And will stay again. No Problem"
The price is €256
per night
22 May - 23 May
Cozy 2-bedroom vacation home《 free WiFi & parking 》New London, Connecticut, USA
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Peaceful Spa Villa Getaway - Hot Tub - 3 minutes to Mohegan Sun Casino
10.0 out of 10, Exceptional, (13)
"We just returned and loved our time at the villa! We chose to stay here for 2 nights of concerts at Mohegan sun and could not have been happier! The property is clean, comfortable and has everythign you could need. The snacks and water were a welcomed treat! Taylor was so accomodating and we hope to return one day!"
The price is €304
per night
7 May - 8 May
Peaceful Spa Villa Getaway - Hot Tub - 3 minutes to Mohegan Sun Casino
The Hemingway Retreat - Romantic & Private Downtown Mystic Getaway
10.0 out of 10, Exceptional, (99)
"Not only is the cottage cute and clean, the location is perfect! We were so close to everything in Mystic! Our two young boys were even able to scooter (while we walked) to the downtown area of shops and restaurants. We loved the quiet side street and the bit of water view from the property. We will definitely stay here again!"
The Hemingway Retreat - Romantic & Private Downtown Mystic Getaway
Adorable New England Cottage, 2 min walk to Beach 🏖️, Available year round
10.0 out of 10, Exceptional, (88)
"Positive experience, great location, and cozy accommodations for a centrally located family weekend."
Adorable New England Cottage, 2 min walk to Beach 🏖️, Available year round
Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub
10.0 out of 10, Exceptional, (110)
"I stayed at this amazing studio cottage with my girlfriend for 2 nights for her birthday. Our hosts, Liz and Adam were simply amazing. They allowed us an early check in and a late check out. Liz even brought out bicycles for us to use to tour around the neighborhood and ride along the shore line. Because it was my girlfriends birthday (or maybe they just do this), they had Prosecco and Orange Juice plus beer and cheese and other snacks for us when we arrived. The cottage is adorable, perfect...
Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub
Beautiful 2 Bedroom Boho Retreat in Downtown Mystic
10.0 out of 10, Exceptional, (9)
"This property was amazing!! 5 of us on a girls trip. Walking distance from the downtown area with tons of restaurants!! The house was so clean and beautifully decorated!! The host was so communicative and helpful during and before our stay!! If you are wanting to take a trip to Mystic you must stay here!!!"
The price is €237
per night
6 May - 7 May
Beautiful 2 Bedroom Boho Retreat in Downtown Mystic
Charming Historic House in Downtown Mystic
10.0 out of 10, Exceptional, (109)
"Mother daughter get away"
The price is €370
per night
29 May - 30 May
Charming Historic House in Downtown Mystic
Walk To Downtown & Seaport!
10.0 out of 10, Exceptional, (28)
"The house was perfect! Its location was perfect to take a walk into downtown Mystic. Close to restaurants and shopping. A short drive to Old Mystic Village. The house itself was clean and had all you needed. The host were easy to contact, helpful and welcoming! Cannot wait to return!"
Walk To Downtown & Seaport!
Renovated 1 BR getaway 1 block from Mystic River in Historic downtown!
10.0 out of 10, Exceptional, (164)
"We had such a great time here! Amazing location, very clean and exactly how it appeared on the listing. Would definitely stay here again."
Renovated 1 BR getaway 1 block from Mystic River in Historic downtown!
The Bay Cottage · Rocky Neck Park, Beach & Niantic
10.0 out of 10, Exceptional, (5)
"I booked this for a sister weekend. It was perfect for what we needed. It appears that the house was built to be a summer getaway, so it is pretty basic and no frills and comes with all the creaks and quicks of an older house. The living room is perfect for hanging out and the four chairs make it easy to rearrange to suit your needs. The kitchen is nicely stocked with everything you would need to stay with a family and the dining room is spacious enough to easily accommodate everyone staying...
The price is €441
per night
6 May - 7 May
The Bay Cottage · Rocky Neck Park, Beach & Niantic
Patchogue River Retreat, 8 minute walk to West Beach
10.0 out of 10, Exceptional, (6)
"House was very nice. Location is great. Easy walk to beach and convenient to Westbrook center."
Patchogue River Retreat, 8 minute walk to West Beach
Villa Noir- 3 min from Mohegan Sun with fireplace, jacuzzi, sauna/pools, and spa
10.0 out of 10, Exceptional, (1)
"Loved the condo, clean and comfortable, easy communication with the owners. The bed was/is a full though, not a queen, so bear that in mind when booking."
The price is €294
per night
8 May - 9 May
Villa Noir- 3 min from Mohegan Sun with fireplace, jacuzzi, sauna/pools, and spa
Beautifully Restored 1890’s House in beautiful & picturesque downtown Mystic.
10.0 out of 10, Exceptional, (9)
"It was a perfect location, walking distance to everything. It was great for a small family- we went with our 15 year old son and his friend and we all had a wonderful time. The house was very clean and had everything we needed to enjoy our stay. Christopher, the owner, is wonderful and extremely responsive to questions. I would recommend his home to anyone who is looking to get away to Mystic!!"
The price is €554
per night
6 May - 7 May
Beautifully Restored 1890’s House in beautiful & picturesque downtown Mystic.
Steps to the Beach, Cozy Year Round Cottage 🐾 Pet Friendly
9.8 out of 10, Exceptional, (38)
"Great place. Cozy cottage!"
Steps to the Beach, Cozy Year Round Cottage 🐾 Pet Friendly
Oceanfront Oasis Spacious 3-Bedroom, 2-Bath Retreat for 12 Linens Included
9.8 out of 10, Exceptional, (22)
"Property exactly as described. What an amazing view and right on the beach. Great communication with host. Answered all our questions very promptly. Would definitely recommend."
The price is €1,126
per night
24 May - 25 May
Oceanfront Oasis Spacious 3-Bedroom, 2-Bath Retreat for 12 Linens Included
Lakeside cottage ON the water with beautiful views up the lake!
9.8 out of 10, Exceptional, (160)
"A traditional family lake cottage. Peaceful, quiet, and rented with love. Everything from the thoughtful little notes in the home to the paintings on the wall makes you feel cozy and welcomed. Everything you could need or want is provided. The hot tub under the stars, on the water is really the icing on the cake."
The price is €244
per night
6 May - 7 May
Lakeside cottage ON the water with beautiful views up the lake!
Unbeatable Downtown Mystic Location
9.8 out of 10, Exceptional, (123)
"Great location, quiet got a good night sleep. Dusting could be improved but overall pretty clean.. Would stay again"
The price is €235
per night
6 May - 7 May
Unbeatable Downtown Mystic Location
Super Cute & Cozy Apartment in Downtown Mystic!
9.8 out of 10, Exceptional, (45)
"Small but well-appointed apartment, easy walk to town and the Seaport Museum, perfect for me and my dog for a winter weekend. Host had great suggestions of things to do and places to eat. Would stay again in a heartbeat."
The price is €228
per night
27 May - 28 May
Super Cute & Cozy Apartment in Downtown Mystic!
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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.

Other types of properties in Old Saybrook you may be interested in

Saybrook Point Resort & Marina
3.5 star property
9.4 out of 10, Exceptional, (1003)
"Great location - only issue was the unseasonably cold weather which is outside the control of the Hotel. Will have to come back i. the summer"
The price is €345
per night
6 May - 7 May
Saybrook Point Resort & Marina
Bellissimo Hotel, Trademark by Wyndham Near Foxwoods Casino
3.5 star property
8.2 out of 10, Very good, (2073)
"Incredible comfortable and nice staff"
The price is €112
per night
6 May - 7 May
Bellissimo Hotel, Trademark by Wyndham Near Foxwoods Casino
Quality Inn Old Saybrook - Westbrook
2.5 star property
7.6 out of 10, Good, (955)
"convenient good breakfast"
The price is €95
per night
6 May - 7 May
Quality Inn Old Saybrook - Westbrook
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.

Everything you need to know about Old Saybrook holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Old Saybrook holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Old Saybrook holiday 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 holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Old Saybrook holiday rentals we have selected for you start as low as €180 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 holiday 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 holiday.

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 holiday rental in Old Saybrook?

Yes, there are holiday rentals in Old Saybrook close to Saybrook Country Barn, 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?

Unbeatable Downtown Mystic Location: This holiday home rental outside Old Saybrook offers a patio, a selection of games and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

How many holiday rentals will I find in Old Saybrook?

Choose from 58 Expedia holiday rentals in Old Saybrook for a memorable holiday.

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

Family-friendly attractions include Saybrook Country Barn and Stay and Play LLC, 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 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.

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