Holiday Rentals in Old Saybrook

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Holiday Rentals in Old Saybrook

Steps to the Beach, Cozy Year Round Cottage 🐾 Pet Friendly
9.8 out of 10, Exceptional, (43)
"Amazing property and relaxing weekend! 😄 Host was accommodating and responded promptly. Disappointed with accuracy of listing regarding the spa tub and picture/listing of canoe. Planned a canoe day and was unable due to no canoe on property. Dog loved the yard and enjoyed her stay too! "
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, (25)
"We spent the weekend at the shore to celebrater my wife's 70th Birthday. The accommodations were fabulous and everyone enjoyed the home, the view and the location. Thank you to our host Laura."
Oceanfront Oasis Spacious 3-Bedroom, 2-Bath Retreat for 12 Linens Included
New Haven Village Suites
3.0 star property
7.6 out of 10, Good, (1966)
"Original room planned for not available last minute . Yes, they compensated but..."
The price is €107
includes taxes & fees
24 Nov - 25 Nov
New Haven Village Suites
Mid-Century Fall Retreat: Private Beach, Stunning Sunsets, and Chef's Kitchen!
10.0 out of 10, Exceptional, (81)
"Very relaxing place to stay 2 minutes from the beach and fabulous sunsets. Property was spotless with tons of room. "
Mid-Century Fall Retreat: Private Beach, Stunning Sunsets, and Chef's Kitchen!
Cliffside Resort Condominiums
3.0 star property
9.0 out of 10, Wonderful, (206)
"Stove it’s not efficient and refrigerator blocked with the corner of wall"
Cliffside Resort Condominiums
Lakeside cottage overhanging the water, beautiful window views across the lake
9.8 out of 10, Exceptional, (191)
"Great, cozy place to have a friends getaway! Quiet neighborhood with beautiful views and short distance from the charming town of Mystic!"
The price is €236
includes taxes & fees
4 Dec - 5 Dec
Lakeside cottage overhanging the water, beautiful window views across the lake
Private Guest House w/ Deck + Spectacular Views!
10.0 out of 10, Exceptional, (23)
"We loved our trip. The cottage is beautifully done and the views incredible. We appreciated the hospitality extended by our host (and Nico the dog!) and enjoyed exploring the nearby woodland. Our kids are already asking if we can go back and visit again. "
Private Guest House w/ Deck + Spectacular Views!
Family-Friendly Lakeside Cottage with Spectacular Sunset Views Pet-Friendly!
10.0 out of 10, Exceptional, (13)
"This was a great spot to stay with my wife, another couple, and my dog! The house is small - especially downstairs. But it is extremely well thought out and space is used as effectively as can be. Upstairs had 2 good sized bedrooms with king beds and a nicely renovated bathroom with a great shower. The house is located in a small, cute, and a bit of an unusual neighborhood. Very quiet. Very safe feel. But not too good for much dog walking and parking is super tight. Owner was very good with...
Family-Friendly Lakeside Cottage with Spectacular Sunset Views Pet-Friendly!
Cozy 2-bedroom vacation home《 free WiFi & parking 》New London, Connecticut, USA
7.2 out of 10, Good, (7)
"Stayed here for a weekend at Mystic with my parents who are older. Lots of steps from the street so bear in mind. Claude was very kind when I called him with questions and the water and fruit on the kitchen table was a nice touch. Neighborhood is a bit loud from front bedroom but beds were oh so cozy and again, CLEAN CLEAN CLEAN!"
The price is €271
includes taxes & fees
25 Nov - 26 Nov
Cozy 2-bedroom vacation home《 free WiFi & parking 》New London, Connecticut, USA
70 Year old cottage on 2.8 acres, stunning views and sunsets
8.4 out of 10, Very good, (6)
"We all liove the various Connecticut shore towns, and Ild Lyme was delightful. We revisited some favorite spots, and discovered a few new ones. The vintage appliances were particularly nice to find, and looking at old photos, we realized that the original cottage was really 100 years old!"
70 Year old cottage on 2.8 acres, stunning views and sunsets
Lakeside cottage ON the water with beautiful views up the lake!
9.8 out of 10, Exceptional, (164)
"We totally enjoyed the cottage. So well equipped with everything! We will definitely book this place again!"
The price is €251
includes taxes & fees
4 Dec - 5 Dec
Lakeside cottage ON the water with beautiful views up the lake!
Peaceful Spa Villa Getaway - Hot Tub - 3 minutes to Mohegan Sun Casino
10.0 out of 10, Exceptional, (28)
"The only ‘concern’ we had was that the heated pool wasn’t heated. Ice cold. Also, one other minor issue was that there were no coffee creamers supplied to the unit. Other than that, the stay was pretty good and room ess quiet and comfortable. "
The price is €331
includes taxes & fees
25 Nov - 26 Nov
Peaceful Spa Villa Getaway - Hot Tub - 3 minutes to Mohegan Sun Casino
Cape Cod home in great location! Walk to downtown
9.4 out of 10, Exceptional, (139)
"We stayed for a long weekend after a conference in middle CT. House was clean and information correct. Many family pictures and items from decades past. Reminded us of a house on lake Candlewood we had for 75 years."
Cape Cod home in great location! Walk to downtown
The Hemingway Carriage House - Romantic & Private Downtown Mystic Getaway
10.0 out of 10, Exceptional, (114)
"We loved our stay and plan to return. Very quiet, private, and walkable!"
The Hemingway Carriage House - Romantic & Private Downtown Mystic Getaway
Adorable New England Cottage, 2 min walk to Beach 🏖️, Available year round
10.0 out of 10, Exceptional, (102)
"We really enjoyed our stay. Beds, linens, towels all super comfortable. Kitchen bright and useful. Bathrooms spotless. 2 minute walk to cute beach. Tons of stuff to do in the area. Great, private backyard well appointed with portable fire pit, grill, furniture. Lots of kid games and books and puzzles in house. Need functional carbon monoxide detector. "
Adorable New England Cottage, 2 min walk to Beach 🏖️, Available year round
1.5 Acre Luxury Escape - Saltwater Pool with Water Views
10.0 out of 10, Exceptional, (1)
"Very nice house In great shape and outstanding pool area."
1.5 Acre Luxury Escape - Saltwater Pool with Water Views
Unbeatable Downtown Mystic Location
9.8 out of 10, Exceptional, (139)
"Perfect area, few minute walk from the main strip. House is very clean, and very cool staying in such an old and well maintained home. "
The price is €261
includes taxes & fees
22 Nov - 23 Nov
Unbeatable Downtown Mystic Location
Super Cute & Cozy Apartment in Downtown Mystic!
9.8 out of 10, Exceptional, (64)
"We loved this spot! It felt like our home away from home during our time in Mystic. The property is very close to many of the tourist spots as well as downtown Mystic. Shaun was a wonderful host and the place was clean & comfortable. The only thing I would point out is that the bathroom is only accessible through the bedroom. Not a problem for me because I was traveling with my sister so there was no awkwardness going through the bedroom to access it but may be something to consider for some...
The price is €171
includes taxes & fees
25 Nov - 26 Nov
Super Cute & Cozy Apartment in Downtown Mystic!
Amazing 10 Bedroom Compound on the Water with 6 Bedroom Home & 4 Studio Cottages
8.6 out of 10, Excellent, (20)
"We had a great time and will definitely option for a return stay. The house fit our group of 23 comfortably. We enjoyed family dinners on the large picnic table and a nightly bonfire. Our kids ranging in age from 3 to 21 enjoyed boating, kayaking, paddle boarding, fishing, swimming, biking, and many other things that the house and area had to offer. The cottages were just great.  It gave us just enough privacy when needed. Everything was very clean and setup nicely. Everyone enjoyed the boat...
Amazing 10 Bedroom Compound on the Water with 6 Bedroom Home & 4 Studio Cottages
Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub
10.0 out of 10, Exceptional, (126)
"We stayed here for an anniversary weekend away and found the property and neighborhood to be amazing. We enjoyed the hot tub, pool and firepit and went kayaking in the afternoon. Enjoyed amazing sunsets from the deck; Adam gave us spot-on restaurant recommendations. I don't know if the supply of snacks is standard or an anniversary "special", but all in all this place was a wonderful find. Thank you!!"
Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub
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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Other types of properties in Old Saybrook you may be interested in

Quality Inn Old Saybrook - Westbrook
2.5 star property
7.6 out of 10, Good, (1016)
"Kind staffs!"
The price is €83
includes taxes & fees
8 Dec - 9 Dec
Quality Inn Old Saybrook - Westbrook
Pier Blue Inn Old Saybrook - Essex
2.0 star property
7.6 out of 10, Good, (892)
"Everything was satisfactory"
The price is €75
includes taxes & fees
26 Nov - 27 Nov
Pier Blue Inn Old Saybrook - Essex
Saybrook Point Resort & Marina
3.5 star property
9.4 out of 10, Exceptional, (1000)
"Great place to stay "
The price is €311
includes taxes & fees
8 Dec - 9 Dec
Saybrook Point Resort & Marina
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.

Frequently asked questions

Can I find a holiday rental in Old Saybrook?

Yes, there are holiday rentals in Old Saybrook close to Stay and Play LLC, 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 a BBQ 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 61 Expedia holiday rentals in Old Saybrook for a memorable holiday.

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 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.