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Check prices for these dates

Next weekend
28 Mar - 30 Mar
In two weeks
4 Apr - 6 Apr
In one month
18 Apr - 20 Apr
In two months
16 May - 18 May

Compare 1092 Vacation Homes in Old Saybrook with updated reviews, rates, and availability.

Charming Historic House in Downtown Mystic
Smart TV, video games, books, stereo

Charming Historic House in Downtown Mystic

10.0 out of 10, Exceptional, (130)
"On the sixth anniversary of our daughter’s passing, we got together with another daughter, her husband, and their Australian shepherd dog for family time. It was chilly, but we enjoyed our time together. Mystic is a lovely spot, even in early March. Your home was a lovely oasis for us. Thank you!"
The price is AED 643
AED 1,309 total
includes taxes & fees
24 Mar - 25 Mar
Charming Historic House in Downtown Mystic
Beautifully Restored 1890’s House in beautiful & picturesque downtown Mystic.
Property grounds

Beautifully Restored 1890’s House in beautiful & picturesque downtown Mystic.

10.0 out of 10, Exceptional, (37)
"Thoroughly enjoyed our stay!"
The price is AED 716
AED 1,803 total
includes taxes & fees
24 Mar - 25 Mar
Beautifully Restored 1890’s House in beautiful & picturesque downtown Mystic.
Waterfront House with picture-perfect views from all 3 levels.
Interior

Waterfront House with picture-perfect views from all 3 levels.

9.8 out of 10, Exceptional, (81)
"It was a very nice stay. Sound of the ocean was calming. We would go back. "
Waterfront House with picture-perfect views from all 3 levels.
Large Charming Historic House close to Beaches
Fridge, microwave, oven, dishwasher

Large Charming Historic House close to Beaches

9.6 out of 10, Exceptional, (23)
"This was the BEST decision for our family. The house was very cozy, old charm feel with some modern updates. The downstairs bathroom had a Spa vibe. We loved the 6 bedrooms & spacious kitchen & dining room. Loved how close it was to food & entertainment. The walk to the beach was only 10 minutes & very safe. We are use to blinds and/or shades, so just having light curtains for the windows was"
Large Charming Historic House close to Beaches
Romantic Guesthouse in Historic Downtown Waterfront District!
Marina

Romantic Guesthouse in Historic Downtown Waterfront District!

10.0 out of 10, Exceptional, (169)
"What a lovely stay! Location is convenient to down town. Large bathroom, clean and comfy sitting/TV area, everything you need to cook and a comfy bedroom! We loves our stay and cant wait to come again! "
Romantic Guesthouse in Historic Downtown Waterfront District!
The Seaport Bridgeman - All things Mystic steps from your door
Fridge, microwave, oven, stovetop

The Seaport Bridgeman - All things Mystic steps from your door

10.0 out of 10, Exceptional, (14)
"We loved our stay here. We could walk everywhere we wanted to go. The property was very clean and had what we needed to make our stay comfortable and enjoyable. We would stay here again and recommend it to others. "
The Seaport Bridgeman - All things Mystic steps from your door
Regency Inn & Suites
1 bedroom, iron/ironing board, WiFi, bed sheets

Regency Inn & Suites

The price is AED 279
AED 458 total
includes taxes & fees
24 Mar - 25 Mar
Regency Inn & Suites
Year-Round Waterview 4 Beds, 2 Baths, Sleeps 13 with Linens & Towels Included
Beach nearby, sun loungers, beach towels

Year-Round Waterview 4 Beds, 2 Baths, Sleeps 13 with Linens & Towels Included

9.0 out of 10, Wonderful, (88)
"Everything was just fine - nothing spectacular but good enough for a short stay. Extremely safe feeling location"
Year-Round Waterview 4 Beds, 2 Baths, Sleeps 13 with Linens & Towels Included
3-bedroom vacation home just a 5-min walk to Main Street, Mystic
Fridge, microwave, oven, stovetop

3-bedroom vacation home just a 5-min walk to Main Street, Mystic

10.0 out of 10, Exceptional, (59)
"The host was great. Communication with host was friendly and he got back to me quickly with reply to questions. The house was cozy with the fireplace in living room. Very comfortable for 5 adult women. The location was good with shops and restaurants nearby. The only thing that we encountered was the loud music coming from restaurant next door on Saturday and Sunday night."
3-bedroom vacation home just a 5-min walk to Main Street, Mystic
Amazing Ocean Front 2 Story Home, Steps Away From The Water
Dining

Amazing Ocean Front 2 Story Home, Steps Away From The Water

9.8 out of 10, Exceptional, (91)
"The views were even better in person. We were looking for a great oceanfront property that wasn’t too far from the areas we planned to visit. The house was great to watch and listen to the waves and read a book for some downtime between trips out. Our host was great. "
The price is AED 1,837
AED 3,400 total
includes taxes & fees
12 Apr - 13 Apr
Amazing Ocean Front 2 Story Home, Steps Away From The Water
5 Minute Walk to Downtown Mystic Drawbridge
Smart TV

5 Minute Walk to Downtown Mystic Drawbridge

9.6 out of 10, Exceptional, (81)
"We had the best girls weekend in Mystic. Loved this property, wonderful location, simply amazing! "
5 Minute Walk to Downtown Mystic Drawbridge
New Madison beach house - Ocean front- Great views- booking Summer 2025
Exterior

New Madison beach house - Ocean front- Great views- booking Summer 2025

10.0 out of 10, Exceptional, (56)
"Great location "
New Madison beach house - Ocean front- Great views- booking Summer 2025
Judge Brown Near Norwich CT Casinos
Fridge, microwave, oven, stovetop

Judge Brown Near Norwich CT Casinos

9.4 out of 10, Exceptional, (42)
"We have had our yearly holiday gathering at the Judge Brown house for years!The house is amazing, the host is very responsive."
The price is AED 2,204
AED 4,035 total
includes taxes & fees
24 Mar - 25 Mar
Judge Brown Near Norwich CT Casinos
Waterfront Beach House
Terrace/patio

Waterfront Beach House

9.6 out of 10, Exceptional, (42)
"The property is nicely located on the water and convenient to many attractions. "
Waterfront Beach House
Amazing Lakefront Property
Dining

Amazing Lakefront Property

9.8 out of 10, Exceptional, (24)
"Absolutely beautiful house! Super clean! Superb setting! Very comfortable! Amazing view! Many amenities! Host very responsive and kind! The property manager quickly responded to our needs. My family and friends loved the spectacular experience and would definitely comeback! "
Amazing Lakefront Property
Westerly Vacation Home: Town Beach Access
Fridge, microwave, stovetop, dishwasher

Westerly Vacation Home: Town Beach Access

10.0 out of 10, Exceptional, (11)
"Good, well stocked,nice area"
Westerly Vacation Home: Town Beach Access
Luxe Lake House in Connecticut
Fridge, microwave, oven, stovetop

Luxe Lake House in Connecticut

10.0 out of 10, Exceptional, (2)
"The house easily accommodated my friends and family for a weekend of relaxation. The place is very spacious with all modern amenities. We especially loved waking up to the gorgeous view of the lake in the back. The views were breathtaking. Would definitely consider going back. "
The price is AED 1,288
AED 3,322 total
includes taxes & fees
24 Mar - 25 Mar
Luxe Lake House in Connecticut
Foxwoods and Mystic are both close by this private home with a Pool and Hot tub.
Outdoor pool

Foxwoods and Mystic are both close by this private home with a Pool and Hot tub.

2.0 star property
10.0 out of 10, Exceptional, (8)
"We only stayed one night but the home was beautiful and very clean"
Foxwoods and Mystic are both close by this private home with a Pool and Hot tub.
A Family Heirloom - Historic 1839 Downtown Mystic Home
Property grounds

A Family Heirloom - Historic 1839 Downtown Mystic Home

10.0 out of 10, Exceptional, (88)
"This historic home checks all the boxes: convenient location; comfortable furniture and bed; well thought-out decor that is stylish and enhances the home; efficient kitchen; parking; strong water pressure in the shower; homey vibe; full size washer & dryer; quiet neighborhood; did I say the location couldn't be better? Thank you, Lynsey!!!"
A Family Heirloom - Historic 1839 Downtown Mystic Home
Family Stays: Middletown, CT
Fridge, microwave, oven, stovetop

Family Stays: Middletown, CT

10.0 out of 10, Exceptional, (3)
"We came to the area for a long weekend event at Wesleyan University. I had never booked through VRBO and was not familiar with the process. From my first communication with Gilbert I felt like I was going to visit family. He was amazing to communicate with provided information about the area and the process and was super accommodating when he learned our flight was arriving early. From the moment we stepped through the door we knew our stay would be special. The home is beautiful, beds...
The price is AED 544
AED 939 total
includes taxes & fees
31 Mar - 1 Apr
Family Stays: Middletown, CT
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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Other property types in Old Saybrook

⚓Capt Nathaniel Clarke Historic Homestead🤵Weddings👰Reunions❤Magnificent Yard🐕
Terrace/patio

⚓Capt Nathaniel Clarke Historic Homestead🤵Weddings👰Reunions❤Magnificent Yard🐕

9.8 out of 10, Exceptional, (127)
"We loved our stay!"
The price is AED 1,106
AED 2,227 total
includes taxes & fees
25 Mar - 26 Mar
⚓Capt Nathaniel Clarke Historic Homestead🤵Weddings👰Reunions❤Magnificent Yard🐕
adorable ranch in beach community
Beach nearby

adorable ranch in beach community

10.0 out of 10, Exceptional, (44)
"Beautiful location, lovely neighbors. House is dated as seen in photos. "
The price is AED 735
AED 1,662 total
includes taxes & fees
5 Apr - 6 Apr
adorable ranch in beach community
New Haven Village Suites
Fridge, microwave, coffee/tea maker, cookware/dishes/utensils

New Haven Village Suites

3.0 star property
7.6 out of 10, Good, (2018)
"It was nice"
The price is AED 334
AED 384 total
includes taxes & fees
7 Apr - 8 Apr
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.