Holiday Homes in Old Saybrook

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Our top choices for Old Saybrook holiday homes

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

Charming 2-bedroom house with WiFi, AC in lovely Waterford
Waterford
10.0 out of 10, Exceptional, (1 review)
"The home was very clean and welcoming."
United States
Michelle M.
The price is €313
includes taxes & fees
16 Apr - 17 Apr
Charming 2-bedroom house with WiFi, AC in lovely Waterford

Entire Vacation Home in Waterford Connecticut

Entire Vacation Home in Waterford Connecticut
Waterford
8.8 out of 10, Excellent, (3 reviews)
"Located so perfectly close to everything we wanted to do on vacation. The house was so clean and comfortable. Communication with the owner was A++. The neighbors were even so friendly and waving/smiling. It felt as if we were home. If we come back to that area again we hope this place will be available. "
United States
Jennifer A.
The price is €357
includes taxes & fees
16 Apr - 17 Apr
Entire Vacation Home in Waterford Connecticut

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

Authentic 1795 Historic Homestead w/ Private Grounds for Gatherings and Retreats
Saybrook Manor
9.8 out of 10, Exceptional, (136 reviews)
"This house was in a great location for our extended family Christmas gathering in Deep River. There was more than enough room for 3 adult couples and 2 older children tonstay comfortably & enjoy a cosy fire in fireplace one evening. "
United States
Karen B.
The price is €472
includes taxes & fees
19 Apr - 20 Apr
Authentic 1795 Historic Homestead w/ Private Grounds for Gatherings and Retreats

Stylish Modern Stay Steps from the Ocean

Stylish Modern Stay Steps from the Ocean
Clinton
10.0 out of 10, Exceptional, (1 review)
"Very Clean and New. Location very convenient to Shopping , Coffee and Winery. Place very very small but Shower was huge and token gifts such as wine and toiletries a big plus . As well as guest for TV for Netflix. Added bonus outdoor space makes up for lack of living room. I would recommend this place and stay again for sure. Also, conveniently located to major highway and safe. "
United States
Kelly Z.
The price is €243
includes taxes & fees
26 Apr - 27 Apr
Stylish Modern Stay Steps from the Ocean

Beachside Bliss w/ Game Room, Gym & Golf Green

Beachside Bliss w/ Game Room, Gym & Golf Green
Westbrook
10.0 out of 10, Exceptional, (1 review)
"Perfect house for 6 guests. Loved that it was close to the beach."
United States
Shannon G.
The price is €514
includes taxes & fees
21 Apr - 22 Apr
Beachside Bliss w/ Game Room, Gym & Golf Green

Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village

Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village
Stonington
9.8 out of 10, Exceptional, (174 reviews)
"A bright and cozy vibe as well as being thoroughly equipped with everything to make our stay comfortable.We appreciated the winter escape and enjoyed Stonington, Mystic, and Westerly. A lovely stay!"
United States
Dawn R.
The price is €216
includes taxes & fees
19 Apr - 20 Apr
Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village

Thames River Cottage · Near Casinos - USCGA

Thames River Cottage · Near Casinos - USCGA
Montville
10.0 out of 10, Exceptional, (2 reviews)
"A lovely quick overnight."
United States
Bonnie H.
Thames River Cottage · Near Casinos - USCGA

Cozy 2-bedroom vacation home《 free WiFi & parking 》New London, Connecticut, USA

Cozy 2-bedroom vacation home《 free WiFi & parking 》New London, Connecticut, USA
New London
8.0 out of 10, Very good, (18 reviews)
"Needed an inexpensive place to stay for a trade show event. This was 20 minutes from Mohegan and perfect for me and an employee. "
United States
Hippy P.
The price is €209
includes taxes & fees
22 Apr - 23 Apr
Cozy 2-bedroom vacation home《 free WiFi & parking 》New London, Connecticut, USA

Family Stays: Middletown, CT

Family Stays: Middletown, CT
Middletown
10.0 out of 10, Exceptional, (24 reviews)
"A truly wonderful experience! The host and home were amazing and we’ll definitely be staying here again!"
United States
Harmony R.
The price is €201
includes taxes & fees
26 Apr - 27 Apr
Family Stays: Middletown, CT

Victorian 4BR/2BA Modern Home

Victorian 4BR/2BA Modern Home
Laurel Hill
9.2 out of 10, Wonderful, (25 reviews)
"Kitchen is fully equipped "
United States
Kimberly T.
The price is €393
includes taxes & fees
20 Apr - 21 Apr
Victorian 4BR/2BA Modern Home

Oak Grove Cottage - in the foothills of Mystic

Oak Grove Cottage - in the foothills of Mystic
Groton
10.0 out of 10, Exceptional, (19 reviews)
"It was very clean! Had everything we needed. Would highly recommend this property!"
United States
Barbara D.
The price is €413
includes taxes & fees
20 Apr - 21 Apr
Oak Grove Cottage - in the foothills of Mystic

The Horse Carriage 2 miles from Foxwoods Casino

The Horse Carriage 2 miles from Foxwoods Casino
Preston
10.0 out of 10, Exceptional, (3 reviews)
"We enjoyed our stay at this house. The house was clean, comfortable, and exactly as pictured in the listing. The beds were cozy, and the kitchen was well stocked. The location was a tad bit hard to find but overall it’s a nice and quiet area for you to get away from the city. "
United States
Monet W.
The price is €380
includes taxes & fees
16 Apr - 17 Apr
The Horse Carriage 2 miles from Foxwoods Casino

Peaceful Private Home by Two Casinos in the Woods

Peaceful Private Home by Two Casinos in the Woods
Preston
8.4 out of 10, Very good, (7 reviews)
"We had a wonderful time here! The homeowners were very quick to answer any questions or concerns. The house was beautifully decorated and absolutely was perfect for our big group! "
United States
Shaina V.
Peaceful Private Home by Two Casinos in the Woods

Cozy 3-bedroom house near Mystic and Mohegan & Foxwood Casinos!

Cozy 3-bedroom house near Mystic and Mohegan & Foxwood Casinos!
Montville
10.0 out of 10, Exceptional, (6 reviews)
"great place to stay"
United States
christopher
The price is €271
includes taxes & fees
20 Apr - 21 Apr
Cozy 3-bedroom house near Mystic and Mohegan & Foxwood Casinos!

Winner's Getaway - 2mi to Mohegan Sun

Winner's Getaway - 2mi to Mohegan Sun
Westside Norwich
10.0 out of 10, Exceptional, (12 reviews)
"Close to casino, would recommend"
United States
Joe M.
The price is €461
includes taxes & fees
30 Apr - 1 May
Winner's Getaway - 2mi to Mohegan Sun

Thames River Retreat · CT College+Casinos+USCGA

Thames River Retreat · CT College+Casinos+USCGA
Waterford
10.0 out of 10, Exceptional, (21 reviews)
"Only stayed for 1 night but the house was clean and had what our group needed. Beautiful location. "
United States
Alexander L.
The price is €706
includes taxes & fees
21 Apr - 22 Apr
Thames River Retreat · CT College+Casinos+USCGA

The Jewel of The Cove - Historic Coastal Retreat

The Jewel of The Cove - Historic Coastal Retreat
East Shore
9.8 out of 10, Exceptional, (7 reviews)
"This was a great place to stay in New Haven, and a lot of care has gone into making it a welcoming house."
United States
Geoffrey H.
The price is €434
includes taxes & fees
22 Apr - 23 Apr
The Jewel of The Cove - Historic Coastal Retreat

Harbor View Landing Mystic CT - The Bluffs Waterfront House - Second Floor Only

Harbor View Landing Mystic CT - The Bluffs Waterfront House - Second Floor Only
West Mystic
10.0 out of 10, Exceptional, (3 reviews)
"We had a lovely experience in West Mystick at the Harbor House. The rental was lovely, clean, and contained enough of the necessary amenities. The view of the harbor was lovely. There were renters below us that had small children and at times that was very noisy. You could hear them running back and forth most of the evening. If they were playing music you could hear that as well. It was very cold during our time in Mystic so the heat was necessary. The baseboard heat was sufficient to keep...
United States
Suzanne S.
The price is €384
includes taxes & fees
23 Apr - 24 Apr
Harbor View Landing Mystic CT - The Bluffs Waterfront House - Second Floor Only

McAngel Haven: 5 mins from Yale

McAngel Haven: 5 mins from Yale
West Haven
9.6 out of 10, Exceptional, (20 reviews)
"Excellent location Clean and spacious Comfortable beds "
United States
Joseph T.
The price is €442
includes taxes & fees
19 Apr - 20 Apr
McAngel Haven: 5 mins from Yale

Cozy East Haven Home • Near Beach & Yale

Cozy East Haven Home • Near Beach & Yale
Momauguin
10.0 out of 10, Exceptional, (6 reviews)
"Easy check in and was as described. It was perfect for our needs for a place to stay over the holidays."
United States
Danielle D.
The price is €144
includes taxes & fees
27 Apr - 28 Apr
Cozy East Haven Home • Near Beach & Yale
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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Top Old Saybrook Hotel Reviews

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Old Saybrook Holiday Homes information

Number of reviews
467
Accommodation
951 Holiday Homes
Lowest Price
€144
Highest Price
€706