A rocky beach with large boulders and the ocean in the background.

Holiday Homes in Old Saybrook

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Check prices for these dates

In two weeks
31 July - 2 Aug
In two months
11 Sept - 13 Sept
In three months
9 Oct - 11 Oct
In four months
6 Nov - 8 Nov

Our top choices for Old Saybrook holiday homes

Private kitchen

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, (2 reviews)
"The home was very clean and welcoming."
United States
Michelle M.
The price is AU$649
includes taxes & fees
20 July - 21 July
Charming 2-bedroom house with WiFi, AC in lovely Waterford
Interior

Adorable Cottage, 5 min walk to water & town

Adorable Cottage, 5 min walk to water & town
Westbrook Center
9.4 out of 10, Exceptional, (15 reviews)
"Very nice small place to stay by the beach and close to great coffee shop. "
United States
Donovan V.
The price is AU$626
includes taxes & fees
20 July - 21 July
Adorable Cottage, 5 min walk to water & town
Beach nearby

adorable ranch in beach community

adorable ranch in beach community
Old Saybrook
10.0 out of 10, Exceptional, (45 reviews)
"The experience was a pleasure - the house is comfy, and the location amazing! "
United States
Matthew V.
The price is AU$1,175
includes taxes & fees
24 July - 25 July
adorable ranch in beach community
Living area

The Beach Nest-Lux Cottage Steps to the Beach

The Beach Nest-Lux Cottage Steps to the Beach
Clinton
9.8 out of 10, Exceptional, (6 reviews)
"This is exactly what we needed. Nice area, great place to walk, easy to relax. "
United States
Karol W.
The price is AU$839
includes taxes & fees
19 July - 20 July
The Beach Nest-Lux Cottage Steps to the Beach
Interior

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, (139 reviews)
"Yvette was so communicative and made the stay great! The house was amazing and everything was cozy and comfortable. It was great for a group!"
United States
Hayley T.
The price is AU$1,080
includes taxes & fees
19 July - 20 July
Authentic 1795 Historic Homestead w/ Private Grounds for Gatherings and Retreats
Beach

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 AU$1,111
includes taxes & fees
17 Aug - 18 Aug
Beachside Bliss w/ Game Room, Gym & Golf Green
Terrace/patio

PRIVATE BEACH: ROYAL OCEANVIEW CASTLE @ CLINTON W/ 4 QUEENS 2 FULL

PRIVATE BEACH: ROYAL OCEANVIEW CASTLE @ CLINTON W/ 4 QUEENS 2 FULL
Clinton
10.0 out of 10, Exceptional, (30 reviews)
"It was a very clean well kept property. The accommodation was very comfortable. We all truly enjoyed the house and location. "
United States
claire
The price is AU$2,431
includes taxes & fees
31 July - 1 Aug
PRIVATE BEACH: ROYAL OCEANVIEW CASTLE @ CLINTON W/ 4 QUEENS 2 FULL
Exterior

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, (184 reviews)
"Fantastic location, great stay as always. Perfect for a weekend getaway."
United States
Jaime M.
The price is AU$420
includes taxes & fees
10 Aug - 11 Aug
Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village
Dining

The Mystic Harbor House · walk downtown Mystic · train · aquarium

The Mystic Harbor House · walk downtown Mystic · train · aquarium
Stonington
9.6 out of 10, Exceptional, (10 reviews)
"Location Location Location!"
United States
Liz T.
The price is AU$1,350
includes taxes & fees
21 July - 22 July
The Mystic Harbor House · walk downtown Mystic · train · aquarium
Outdoor dining

Stones Throw - Seaport 2Min walk

Stones Throw - Seaport 2Min walk
Stonington
10.0 out of 10, Exceptional, (8 reviews)
"The house was impeccably clean, rooms were comfortable, and the check in process was easy as was the communication with the owner. "
United States
Brette M.
The price is AU$631
includes taxes & fees
2 Aug - 3 Aug
Stones Throw - Seaport 2Min walk
Interior

Charming Historic House in Downtown Mystic

Charming Historic House in Downtown Mystic
Mystic
10.0 out of 10, Exceptional, (182 reviews)
"Host was very welcoming and the house was so charming. Great location "
United States
Andrea C.
The price is AU$710
includes taxes & fees
29 July - 30 July
Charming Historic House in Downtown Mystic
Private kitchen

Beautifully Restored 1890’s House in beautiful downtown Mystic. 2 bed & 2 baths.

Beautifully Restored 1890’s House in beautiful downtown Mystic. 2 bed & 2 baths.
Stonington
10.0 out of 10, Exceptional, (65 reviews)
"Can’t wait to come back!"
United States
Jackie M.
The price is AU$982
includes taxes & fees
11 Aug - 12 Aug
Beautifully Restored 1890’s House in beautiful downtown Mystic. 2 bed & 2 baths.
Interior

1784 Denison Home~ New England Nautical Inspiration~ Welcome to Warm Hospitality

1784 Denison Home~ New England Nautical Inspiration~ Welcome to Warm Hospitality
Stonington
10.0 out of 10, Exceptional, (74 reviews)
"I can't say enough about this amazing property and Debbie and Paul. The attention to detail both in the house and our every need was top notch. Thank you so much, we'll be back!"
United States
Julie T.
The price is AU$1,598
includes taxes & fees
5 Aug - 6 Aug
1784 Denison Home~ New England Nautical Inspiration~ Welcome to Warm Hospitality
Interior

Historic 1807 Williams Home... A Nautical New England Inspiration!

Historic 1807 Williams Home... A Nautical New England Inspiration!
Old Mystic
10.0 out of 10, Exceptional, (11 reviews)
"We had a great time at the house. We loved looking at all the great treasures and were impressed with how clean and well appointed the home is. Everyone loved our stay and Debbe was very responsive and helpful."
United States
Brett C.
The price is AU$1,299
includes taxes & fees
19 July - 20 July
Historic 1807 Williams Home... A Nautical New England Inspiration!
Exterior detail

Downtown Mystic Home Just Steps from Downtown, Restaurants and More!

Downtown Mystic Home Just Steps from Downtown, Restaurants and More!
Mystic River Historic District
10.0 out of 10, Exceptional, (133 reviews)
"This house was in the perfect location- it is clean, large and comfortable. 4 of us stayed and had a wonderful time in Mystic. "
United States
donna b.
The price is AU$1,970
includes taxes & fees
12 Aug - 13 Aug
Downtown Mystic Home Just Steps from Downtown, Restaurants and More!
Dining

Historic Mystic Maritime House - 5 min Walk to Downtown Restaurants and Seaport

Historic Mystic Maritime House - 5 min Walk to Downtown Restaurants and Seaport
Mystic River Historic District
10.0 out of 10, Exceptional, (5 reviews)
"Very clean and spacious the showers are amazing. "
United States
Brandi W.
Historic Mystic Maritime House - 5 min Walk to Downtown Restaurants and Seaport
Marina

NEW Boutique Downtown Home, Shops, Patio, Office, Pets, Walk to Dining

NEW Boutique Downtown Home, Shops, Patio, Office, Pets, Walk to Dining
Mystic River Historic District
10.0 out of 10, Exceptional, (23 reviews)
"This was a great house for our family! Plenty of room, close to downtown and even pet-friendly! Hosts were great to work with and very flexible!! You can’t go wrong with booking this property!"
United States
Sharon W.
The price is AU$1,716
includes taxes & fees
22 July - 23 July
NEW Boutique Downtown Home, Shops, Patio, Office, Pets, Walk to Dining
Property grounds

Charming 1845 Home in the Heart of Mystic – Walk to Everything!

Charming 1845 Home in the Heart of Mystic – Walk to Everything!
Mystic River Historic District
9.8 out of 10, Exceptional, (172 reviews)
"Great location "
United States
Brian S.
The price is AU$637
includes taxes & fees
11 Aug - 12 Aug
Charming 1845 Home in the Heart of Mystic – Walk to Everything!
3 bedrooms, iron/ironing board, Internet, bed sheets

Harbor View Landing Mystic CT - The Mystic Waterfront House - Third Floor Only

Harbor View Landing Mystic CT - The Mystic Waterfront House - Third Floor Only
West Mystic
10.0 out of 10, Exceptional, (11 reviews)
"Great home and location, and Mystic is a gem"
United States
Clifford D.
The price is AU$1,262
includes taxes & fees
19 July - 20 July
Harbor View Landing Mystic CT - The Mystic Waterfront House - Third Floor Only
Exterior

Historic 1810 Captain Burrows Home~ A Nautical New England Inspiration!

Historic 1810 Captain Burrows Home~ A Nautical New England Inspiration!
Mystic River Historic District
10.0 out of 10, Exceptional, (93 reviews)
"Great location responsive hosts fully stocked cozy accommodations "
United States
dolly o.
The price is AU$1,318
includes taxes & fees
17 Aug - 18 Aug
Historic 1810 Captain Burrows Home~ A Nautical New England Inspiration!
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

Spark by Hilton Mystic Groton

Spark by Hilton Mystic Groton

10/10 Excellent
"Clean rooms, professional helpful staff. Good location"
Nicole 3-night trip
Posted 2 hours ago
Spark by Hilton Mystic Groton

Find out more about Old Saybrook

Old Saybrook Holiday Homes information

Number of reviews
795
Accommodation
877 Holiday Homes
Lowest Price
AU$420
Highest Price
AU$2,431