Holiday Homes in Old Saybrook

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Check prices for these dates

In two weeks
5 Sept - 7 Sept
In two months
17 Oct - 19 Oct
In three months
14 Nov - 16 Nov
In four months
12 Dec - 14 Dec

Featured Holiday Homes in Old Saybrook

Cozy 2 bedroom home located minutes from downtown
Interior

Cozy 2 bedroom home located minutes from downtown

9.6 out of 10, Exceptional, (29)
"Perfect stay for the Yale-Harvard game. "
Cozy 2 bedroom home located minutes from downtown
Thames River Retreat · CT College+Casinos+USCGA
Terrace/patio

Thames River Retreat · CT College+Casinos+USCGA

10.0 out of 10, Exceptional, (8)
"We found this home a perfect combination of being able to get away but also convenient to restaurants, stores, and activities. The view could not be beat and the house was clean and comfortable."
The price is NZ$994
includes taxes & fees
28 Aug - 29 Aug
Thames River Retreat · CT College+Casinos+USCGA
Walk to 3 private Misquamicut beaches, 3-bdrm completely renovated beach house!
Smart TV

Walk to 3 private Misquamicut beaches, 3-bdrm completely renovated beach house!

10.0 out of 10, Exceptional, (5)
"We loved everything about our stay at this property. The house was newly renovated and beautifully decorated with high-end kitchen appliances and accessories. The neighborhood was quiet and an easy walk to several beaches, restaurants, and stores. The property has a fenced in yard with a fire pit/BBQ grill and also a large shed with all sorts of beach stuff for guest use (chairs, umbrellas, wagon, boogie boards). We rented bikes for the week - which easily fit into the shed. The owners were...
Walk to 3 private Misquamicut beaches, 3-bdrm completely renovated beach house!
Waterfront 3-bedroom house less an 1 mile to Foxwoods and Great Wolf Lodge
Property grounds

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

7.8 out of 10, Good, (8)
Waterfront 3-bedroom house less an 1 mile to Foxwoods and Great Wolf Lodge
Historic Inn on a 100 Acre Organic Farm with Lake, Private Pool & Gourmet Food
Outdoor pool

Historic Inn on a 100 Acre Organic Farm with Lake, Private Pool & Gourmet Food

10.0 out of 10, Exceptional, (97)
"We loved our time at White Gate. Very peaceful!"
The price is NZ$3,304
includes taxes & fees
11 Sept - 12 Sept
Historic Inn on a 100 Acre Organic Farm with Lake, Private Pool & Gourmet Food
Cozy Home Near New Haven
Microwave, oven, stovetop, dishwasher

Cozy Home Near New Haven

10.0 out of 10, Exceptional, (1)
"So comfy for the dog and I for a night. Just what we needed!"
The price is NZ$269
includes taxes & fees
9 Sept - 10 Sept
Cozy Home Near New Haven
Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village
Fridge, microwave, oven, stovetop

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

9.8 out of 10, Exceptional, (162)
"Very nice!"
The price is NZ$442
includes taxes & fees
7 Sept - 8 Sept
Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village
Direct waterfront vacation rental, family friendly, pets allowed
Dining

Direct waterfront vacation rental, family friendly, pets allowed

10.0 out of 10, Exceptional, (71)
"Beautiful location on the river. Great place for a local college graduation we attended. Even caught some fish off the dock."
Direct waterfront vacation rental, family friendly, pets allowed
Classic Mystic Retreat Walking Distance to Downtown
Dining

Classic Mystic Retreat Walking Distance to Downtown

10.0 out of 10, Exceptional, (35)
"Great accommodations. Awesome location to downtown Mystic. "
Classic Mystic Retreat Walking Distance to Downtown
Modern Beach Home - Waterview, close to restaurants, universities and hospitals
Beach

Modern Beach Home - Waterview, close to restaurants, universities and hospitals

10.0 out of 10, Exceptional, (1)
"The check in process was very easy. The home was airy and bright. My family and I felt the peace and relaxation of the home. The kitchen was large and clean."
Modern Beach Home - Waterview, close to restaurants, universities and hospitals
Beach Front Arts & Crafts House With Gorgeous Views Of The Sound
On the beach, sun-loungers, beach towels

Beach Front Arts & Crafts House With Gorgeous Views Of The Sound

10.0 out of 10, Exceptional, (123)
"We had a magical stay in this truly enchanting home the beds were comfortable. The kitchen well equipt for entertaining a large crowd. The fire place and piano were the backdrop for many intimate moments. The gardens were beautiful with azaleas and many perennials. The location directly across from the beach allowed for many walks and playtime together and the waves sung us to sleep at night. We would love to make a new family tradition for visiting here again and again."
Beach Front Arts & Crafts House With Gorgeous Views Of The Sound
Beach Bungalow, walk to beach, private backyard
Fridge, microwave, oven, dishwasher

Beach Bungalow, walk to beach, private backyard

10.0 out of 10, Exceptional, (3)
"The property was perfect for all of us. It was in a quiet neighborhood and great location."
Beach Bungalow, walk to beach, private backyard
Mid-Century Modern Beach House: Private Beach Access, Pool, and Chef’s Kitchen
Smart TV, fireplace, stereo

Mid-Century Modern Beach House: Private Beach Access, Pool, and Chef’s Kitchen

10.0 out of 10, Exceptional, (93)
"Beautiful house with lots of light and comfort. Excellent quiet location by the ocean with outstanding communication with the host who answered all pertinent questions and addressed all outstanding issues. "
Mid-Century Modern Beach House: Private Beach Access, Pool, and Chef’s Kitchen
Rest, Relax, Retreat - A 3bdrm Mystic Getaway- Children 6+ welcome
Fridge, microwave, oven, stovetop

Rest, Relax, Retreat - A 3bdrm Mystic Getaway- Children 6+ welcome

10.0 out of 10, Exceptional, (157)
"Checking in & out was super easy. The location was perfect, so close to everything but quiet. We enjoyed our entire stay!"
Rest, Relax, Retreat - A 3bdrm Mystic Getaway- Children 6+ welcome
Spectacular home with an amazing river view
Property grounds

Spectacular home with an amazing river view

9.6 out of 10, Exceptional, (73)
"Beautiful house for our family trip. Nice location and view. "
Spectacular home with an amazing river view
Another rental season is coming up.
Outdoor pool

Another rental season is coming up.

10.0 out of 10, Exceptional, (19)
"Absolutely beautiful home with everything you need for an enjoyable vacation. The host was a pleasure to work with making sure we were comfortable with our accommodations. Definitely a great place to stay. "
Another rental season is coming up.
Charming beach home, complete with pool & cozy guest house!
Interior

Charming beach home, complete with pool & cozy guest house!

9.8 out of 10, Exceptional, (31)
"It was very comfortable and cozy, a very great place to spend with your loved ones, very spacious and had everything we needed to enjoy our stay."
Charming beach home, complete with pool & cozy guest house!
NORTHFORK COTTAGE with POOL & HOT TUB - thru Columbus day
Outdoor spa tub

NORTHFORK COTTAGE with POOL & HOT TUB - thru Columbus day

4.0 star property
9.6 out of 10, Exceptional, (134)
"Loved our stay and will be back"
NORTHFORK COTTAGE with POOL & HOT TUB - thru Columbus day
Exclusive Weekend Summer Sale here Waterfront Beach Home🏖️Hot Tub+Stunning Views
Dining

Exclusive Weekend Summer Sale here Waterfront Beach Home🏖️Hot Tub+Stunning Views

9.8 out of 10, Exceptional, (66)
"We very much enjoyed our stay and were pleasantly surprised by how great the views were from practically every room in the house. Check-in was very simple and there were many nice touches awaiting us at the property. "
Exclusive Weekend Summer Sale here Waterfront Beach Home🏖️Hot Tub+Stunning Views
The Bay Cottage · Rocky Neck Park, Beach & Niantic
Fridge, microwave, oven, stovetop

The Bay Cottage · Rocky Neck Park, Beach & Niantic

2.0 star property
9.0 out of 10, Wonderful, (2)
"This house suited our needs for a place to stay while attending a nearby family reunion. Communication and check in were great and the house is very comfortable (very nice mattresses, sheets, pillows)."
The price is NZ$711
includes taxes & fees
25 Aug - 26 Aug
The Bay Cottage · Rocky Neck Park, Beach & Niantic
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

Motel 6 New Haven - Branford, CT

Motel 6 New Haven - Branford, CT

10/10 Excellent
"The Staff Are Very Pleasant & Polite"
Linda 1-night trip
Posted 15 hours ago
Motel 6 New Haven - Branford, CT