Book Holiday Homes in Old Saybrook

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Featured Holiday Homes in Old Saybrook

Thames River Retreat · CT College+Casinos+USCGA

Thames River Retreat · CT College+Casinos+USCGA

Waterford
The price is AU$974 per night from 17 Aug to 18 Aug
AU$974
17 Aug - 18 Aug
includes taxes & fees
When you stay at this vacation home in Quaker Hill, you'll be on the beach, within a 15-minute drive of Mohegan Sun Casino and New London Ferry Dock.
Thames River Retreat · CT College+Casinos+USCGA
Cozy 2 bedroom home located minutes from downtown

Cozy 2 bedroom home located minutes from downtown

New Haven
With a stay at this vacation home in New Haven (West New Haven), you'll be within a 5-minute drive of Yale University and Yale-New Haven Hospital.
Cozy 2 bedroom home located minutes from downtown
NORTHFORK COTTAGE with POOL & HOT TUB - thru Columbus day

NORTHFORK COTTAGE with POOL & HOT TUB - thru Columbus day

4 out of 5
Peconic
When you stay at this vacation home in Peconic, you'll be near the beach, within a 5-minute drive of Sannino's Bella Vita Vineyard and Goldsmith's Inlet ...
NORTHFORK COTTAGE with POOL & HOT TUB - thru Columbus day
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Regency Inn and Suites - Non Smoking King

Regency Inn and Suites - Non Smoking King

New London
The price is AU$188 per night from 12 Aug to 13 Aug
AU$188
12 Aug - 13 Aug
includes taxes & fees
With a stay at this vacation home in New London, you'll be within a 15-minute drive of New London Ferry Dock and Mystic Aquarium and Institute for ...
Regency Inn and Suites - Non Smoking King
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
The price is AU$402 per night from 16 Aug to 17 Aug
AU$402
16 Aug - 17 Aug
includes taxes & fees
When you stay at this vacation home in Stonington, you'll be near the beach, within a 10-minute drive of Mystic Aquarium and Institute for Exploration and Mystic ...
Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village
Waterfront 3-bedroom house less an 1 mile to Foxwoods and Great Wolf Lodge

Waterfront 3-bedroom house less an 1 mile to Foxwoods and Great Wolf Lodge

Preston
When you stay at this vacation home in Preston, you'll be on the waterfront, within a 5-minute drive of Foxwoods Resort Casino and Grand Theater at Foxwoods ...
Waterfront 3-bedroom house less an 1 mile to Foxwoods and Great Wolf Lodge
Cozy 3 bedroom minutes from Yale and the beach

Cozy 3 bedroom minutes from Yale and the beach

West Haven
When you stay at this vacation home in West Haven, you'll be near the beach, within a 5-minute drive of Yale University and Yale-New Haven Hospital.
Cozy 3 bedroom minutes from Yale and the beach
Downtown Mystic Home  Private Driveway Fenced in Yard Discounted longer stays

Downtown Mystic Home Private Driveway Fenced in Yard Discounted longer stays

Mystic
With a stay at this vacation home, you'll be centrally located in Mystic, within a 5-minute drive of Mystic Seaport and Mystic Aquarium and Institute for ...
Downtown Mystic Home Private Driveway Fenced in Yard Discounted longer stays
The Seaport Bridgeman - All things Mystic steps from your door

The Seaport Bridgeman - All things Mystic steps from your door

Mystic
With a stay at this vacation home in Mystic, you'll be within a 5-minute drive of Mystic Seaport and Mystic Aquarium and Institute for Exploration.
The Seaport Bridgeman - All things Mystic steps from your door
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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.

Old Saybrook Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Old Saybrook vacation homes are the perfect way for you to wing it.

Holiday houses in Old Saybrook let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Old Saybrook in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Old Saybrook adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Old Saybrook with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Old Saybrook vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Old Saybrook Holiday Homes essential information

Accommodation
1123 Holiday Homes
Lowest Price
AU$137
Highest Price
AU$974
Popular accommodation
Thames River Retreat · CT College+Casinos+USCGA, Cozy 2 bedroom home located minutes from downtown, NORTHFORK COTTAGE with POOL & HOT TUB - thru Columbus day, Regency Inn and Suites - Non Smoking King, Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village, Waterfront 3-bedroom house less an 1 mile to Foxwoods and Great Wolf Lodge, Cozy 3 bedroom minutes from Yale and the beach, Downtown Mystic Home Private Driveway Fenced in Yard Discounted longer stays, The Seaport Bridgeman - All things Mystic steps from your door

Top trending hotels in Old Saybrook

Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

3.5 out of 5
2 Bridge St, Old Saybrook, CT
Fully refundableReserve now, pay when you stay
The price is AU$651 per night from 26 Aug to 27 Aug
AU$651
26 Aug - 27 Aug
includes taxes & fees
With a stay at Saybrook Point Resort & Marina in Old Saybrook (Old Saybrook Center), you'll be steps from Fort Saybrook Monument Park and 4 minutes by foot from ...
Saybrook Point Resort & Marina
Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook

2.5 out of 5
100 Essex Rd, Old Saybrook, CT
Fully refundableReserve now, pay when you stay
The price is AU$195 per night from 17 Aug to 18 Aug
AU$195
17 Aug - 18 Aug
includes taxes & fees
A stay at Quality Inn Old Saybrook - Westbrook places you in the heart of Old Saybrook, a 5-minute drive from Essex Steam Train and 5 minutes from Essex ...
Quality Inn Old Saybrook - Westbrook
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

2 out of 5
1430 Boston Post Rd, Old Saybrook, CT
Fully refundableReserve now, pay when you stay
The price is AU$137 per night from 19 Aug to 20 Aug
AU$137
19 Aug - 20 Aug
includes taxes & fees
Located in Old Saybrook (Saybrook Manor), Pier Blue Inn Old Saybrook - Essex is within a 5-minute drive of Chalker Beach and Crystal Lake Town Park.
Pier Blue Inn Old Saybrook - Essex
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Best Western Mystic Hotel

Best Western Mystic Hotel

2.5 out of 5
48 Whitehall Ave, Mystic, CT
Fully refundableReserve now, pay when you stay
The price is AU$225 per night from 1 Sept to 2 Sept
AU$225
1 Sept - 2 Sept
includes taxes & fees
With a stay at Best Western Mystic Hotel in Mystic, you'll be near the beach, within a 15-minute walk of Olde Mistick Village and Mystic Aquarium and Institute ...
Best Western Mystic Hotel
Don't see what you're looking for?
See all available properties in Old Saybrook
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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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.