Holiday Homes in Old Saybrook

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Featured Holiday Homes in Old Saybrook

COASTAL RETREAT ….. Misquamicut
10.0 out of 10, Exceptional, (1)
The price is AU$1,172
includes taxes & fees
23 June - 24 June
COASTAL RETREAT ….. Misquamicut
Romantic Guesthouse in Historic Downtown Waterfront District!
10.0 out of 10, Exceptional, (151)
"Decided to take a long weekend trip to Mystic as I have never been to Connecticut before. The town is small and quaint but very busy. The convenience of the Romantic Guesthouse was great, walking distance to everything Mystic. Highly recommend this place. Anne and Ken were very friendly and helpful. Would stay here again if I return to the area"
Romantic Guesthouse in Historic Downtown Waterfront District!
The Hampton Sack a cheerful relaxing beach cottage
7.6 out of 10, Good, (13)
"The place was exactly as expected and advertised. A nice place to relax at the end of the day with everything you need to rest and recover. Absolutely lovely location and just an overall great place to get away for a weekend"
The Hampton Sack a cheerful relaxing beach cottage
Cozy, comfy,quiet &close to casinos
10.0 out of 10, Exceptional, (2)
"Location was perfect to allow quick access to the music venue, dining. A clean, quiet, comfortable place to rest and enjoy. Especially nice was sitting on the patio early in the morning and enjoying the sun rising, the birds singing and the breeze. So quiet and peaceful. Highly recommend. Look forward to staying again. "
The price is AU$369
includes taxes & fees
23 June - 24 June
Cozy, comfy,quiet &close to casinos
The Secret Mermaid in downtown Mystic! Beautiful & just remodeled!
10.0 out of 10, Exceptional, (4)
"Everything you see is what you get and we appreciated the little touches. Just about all you need is already there and just a quick walk into downtown. Perfect location, loved the decor and perfect space for our family. Look forward to staying here again!"
The Secret Mermaid in downtown Mystic! Beautiful & just remodeled!
Unbeatable Downtown Mystic Location
9.8 out of 10, Exceptional, (127)
"Very convenient to everything. This house reflects the true essence of Mystic with it's history and nautical influences. We had everything we needed for our stay. Just a few steps away from Main Street, it was far enough from the traffic and hustle & bustle. We will definitely return to this house for future visits to Mystic!"
The price is AU$586
includes taxes & fees
24 June - 25 June
Unbeatable Downtown Mystic Location
Historic 1810 Captain Burrows Home~ A Nautical New England Inspiration!
10.0 out of 10, Exceptional, (75)
"Wanted to go to the beach sat and Sunday so Last minute we booked a one night rental!!! What a gem of a home! Location is great the house is beautifully decorated the amenities are wonderful the bedrooms are spacious and"
Historic 1810 Captain Burrows Home~ A Nautical New England Inspiration!
Cozy private home close to casinos and more
9.6 out of 10, Exceptional, (10)
"Very clean and close to everything we wanted to see."
Cozy private home close to casinos and more
Downtown Mystic Getaway!
10.0 out of 10, Exceptional, (2)
"Myself, my wife, and two of our friends went out for a night in mystic and didn’t feel like driving too far. The house was an easy and short walk to all the goodies in the center, clean, and the host was wonderful and responsive. My only comment is the “3” parking spaces is a bit tight. Two cars fit easily, but the third is a stretch. Overall thought it’s a great place and a recommended experience. Thanks!"
The price is AU$887
includes taxes & fees
23 June - 24 June
Downtown Mystic Getaway!
Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub
10.0 out of 10, Exceptional, (113)
"Was looking for a coastal retreat to enjoy a couple days with my daughter who lives near this location. This property had everything from a super clean, cozy studio with fridge and counters filled with surprising treats, incredible hot tub with lights in the trees, pool to cool off and little private beach to launch a paddlleboard and kayak, or hang out at night with a burn pit. If you are just a beach person and want toes in the sand and to swim in the ocean, this area is not for you....
Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub
Charming Historic House in Downtown Mystic
10.0 out of 10, Exceptional, (112)
"Great old home.Everything we needed was there.Owner wonderful to talk to.Stayed for 5 days,plenty to do in the area.Our guests were happy with their stay also."
The price is AU$806
includes taxes & fees
24 June - 25 June
Charming Historic House in Downtown Mystic
Beautifully Restored 1890’s House in beautiful & picturesque downtown Mystic.
10.0 out of 10, Exceptional, (14)
"We had a wonderful stay and would definitely stay again!"
Beautifully Restored 1890’s House in beautiful & picturesque downtown Mystic.
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
Historic home in downtown Mystic-1 block from green, river, shops & restaurants
10.0 out of 10, Exceptional, (88)
"We stayed with friends and family in the Mallory house to celebrate our daughter’s wedding in Mystic. The house was the perfect backdrop to a perfect weekend. We were able to host guests on the delightful patio and cook an end of weekend feast in the lovely kitchen that has everything a cook could ask for. We even did a few first look pictures by the fountain and on the swing with all the beautiful roses as a background. As a rental house we had everything we could ask for: comfortable beds,...
Historic home in downtown Mystic-1 block from green, river, shops & restaurants
Historic Luxurious Captains Home- Greenport Village, wineries,golf, beach
10.0 out of 10, Exceptional, (30)
"Spacious comfortable and inviting home. Well-stocked everything. Lovely outdoor spaces and gracious hosts."
Historic Luxurious Captains Home- Greenport Village, wineries,golf, beach
Walk to downtown! Ideal location for Mystic adventures.
10.0 out of 10, Exceptional, (17)
"We spent a long weekend here and had a great time. The house had everything we needed and was very nicely decorated. The room with trundle bed was perfect for kids. Owners were friendly and accommodating. The best part was the location close to town. It was really nice being able to walk and not have to worry about parking. Highly recommend for anyone looking for a great place to stay to enjoy all that Mystic has to offer. We will be back!"
Walk to downtown! Ideal location for Mystic adventures.
Mystic Coastal Gem: 3BR Ideal for Families!
10.0 out of 10, Exceptional, (21)
"Julio was an amazing host! He was always available and checked in on us. The rental was perfect for my family weekend in Mystic. The listing was accurate, and we'd definitely stay here again."
The price is AU$973
includes taxes & fees
24 June - 25 June
Mystic Coastal Gem: 3BR Ideal for Families!
Stonington borough 2 bedroom, PET FRIENDLY! Sleeps 6 guests, close to beach,
10.0 out of 10, Exceptional, (48)
"Kori Cottage was an absolutely wonderful spot for us and our dogs! The location was great, being within an easy walk to all of the local attractions, beach, shops, restaurants, etc. on both sides of the train tracks. The home itself was also thoughtfully set up, including extra dog beds for the pups and a fully fenced in large yard for them to run around in between walks and naps. The interior and exterior spaces were all extremely comfortable and it was easy to enjoy coffee on the deck and just...
The price is AU$1,021
includes taxes & fees
25 June - 26 June
Stonington borough 2 bedroom, PET FRIENDLY! Sleeps 6 guests, close to beach,
Modern Cape Downtown Mystic
10.0 out of 10, Exceptional, (14)
"We really enjoyed our stay, house was within walking distance of town, museums etc. Everything was clean and organized and as advertised."
Modern Cape Downtown Mystic
Walkable New Haven Retreat w/ Ocean Views!
9.6 out of 10, Exceptional, (10)
"This was a perfect house for our weekend getaway. The sunroom overlooking the water was by far our favorite room. Being able to disconnect while enjoying a beautiful view was exactly what we needed. Lynda is a great host and was gracious enough to allow us a slightly later check out to accommodate our travel plans home. We would definitely stay here again!"
Walkable New Haven Retreat w/ Ocean Views!
Don't see what you're looking for?
See all available properties in Old Saybrook
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 property types in Old Saybrook

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 AU$2,100
includes taxes & fees
7 July - 8 July
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, (1849)
"We stayed only one night as planned. The property is in need of renovation, more than just paint. Our room had a musty smell and the carpets were worn out. The people working there were great. I hope they can rejuvenate this area. "
The price is AU$162
includes taxes & fees
2 July - 3 July
New Haven Village Suites
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.

Old Saybrook Holiday Homes information

Number of reviews
804
Accommodation
856 Holiday Homes
Lowest Price
AU$369
Highest Price
AU$1,172

Recent Reviews in Old Saybrook
Expedia verified reviews