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Holiday homes in Old Saybrook

Enjoy your stay and find the best Holiday homes in Old Saybrook at affordable prices

Searching for a holiday home in Old Saybrook (Connecticut)? Explore a great selection of vacation homes in Old Saybrook to find the one that best fits to your needs, starting from $147.17 per night. Holiday homes offer a relaxing escape, providing a cozy retreat for vacationers seeking a home away from home.

Holiday-homes in Old Saybrook and region (40 miles)
Sweet Summer Old Saybrook Vacation Rental in Old Saybrook, USA

Sweet Summer Old Saybrook Vacation Renta...

Holiday home in Old Saybrook, Connecticut , 21 Middletown Avenue
Boasting a garden, a terrace, and a tennis court, Sweet Summer Old Saybrook Vacation Rental offers accommodation in Old Saybrook with free WiFi and ga...
  • Parking
  • Family rooms

Fabulous 6 Reviews 8.7

from $289.80 Show details »

Saybrook Manor Beach House in Old Saybrook, USA

Saybrook Manor Beach House

Holiday home in Old Saybrook, Connecticut , 44 Middletown Ave
Boasting free bikes, a garden, and a bar, Saybrook Manor Beach House offers accommodation in Old Saybrook with free WiFi and garden views.
  • Parking
  • Bar
  • Family rooms

Very good 1 Reviews 8.0

from $332.50 Show details »

Grandmas Cottage with Sunroom Walk to Beach in Old Saybrook, USA

Grandmas Cottage with Sunroom Walk to Be...

Holiday home in Old Saybrook, Connecticut
Set in Old Saybrook, 3 km from Harveys Beach and 26 km from Goodspeed Opera House, Grandmas Cottage with Sunroom Walk to Beach offers free WiFi and ai...
  • Parking
  • Pets allowed

no reviews

from $244.00 Show details »

Charming Old Saybrook Cottage Less Than 1 Mi to Beach in Old Saybrook, USA

Charming Old Saybrook Cottage Less Than...

Holiday home in Old Saybrook, Connecticut
Set in Old Saybrook, 30 km from Goodspeed Opera House and 46 km from Thimble Islands, Charming Old Saybrook Cottage Less Than 1 Mi to Beach offers fre...
  • Parking

no reviews

from $285.00 Show details »

Westbrook Home with Ocean Views - Walk to Beach in Westbrook, USA

Westbrook Home with Ocean Views - Walk t...

Holiday home in Westbrook near Old Saybrook, Connecticut
Westbrook Home with Ocean Views - Walk to Beach is situated in Westbrook, 37 km from Thimble Islands, 42 km from Wesleyan University, and 44 km from C...
  • Parking

Pleasant 2 Reviews 6.0

from $285.67 Show details »

The Count House in Clinton, USA

The Count House

Holiday home in Clinton near Old Saybrook, Connecticut , 35 Hammock Parkway
Boasting sea views, The Count House offers accommodation with water sports facilities, a casino and barbecue facilities, around 33 km from Goodspeed O...
  • Parking
  • Restaurant
  • Pets allowed
  • Family rooms
  • Tea/Coffee maker

no reviews

from $325.00 Show details »

Waterfront Cottage with Sunroom and Patio and Grill in Clinton, USA

Waterfront Cottage with Sunroom and Pati...

Holiday home in Clinton near Old Saybrook, Connecticut
Set 33 km from Goodspeed Opera House, 33 km from Thimble Islands and 40 km from City Hall, Waterfront Cottage with Sunroom and Patio and Grill offers ...
  • Parking
  • Pets allowed

no reviews

from $239.67 Show details »

Coastal Getaway with Porch, 2 Mi to Niantic Beach! in Niantic, USA

Coastal Getaway with Porch, 2 Mi to Nian...

Holiday home in Niantic near Old Saybrook, Connecticut
Coastal Getaway with Porch, 2 Mi to Niantic Beach! is set in Niantic, 1.4 km from Attawan Beach, 2.4 km from Hole-in-the-Wall Beach, as well as 29 km ...
  • Parking
  • Internet facilities
  • TV
  • Hairdryer
  • Iron

Exceptional 3 Reviews 10.0

from $211.67 Show details »

BayFront Cottage in Orient, USA

BayFront Cottage

Villa in Orient near Old Saybrook, Connecticut , 2190 Village Lane
BayFront Cottage is located in Orient, 49 km from Splish Splash, and provides a balcony, garden, and free WiFi.
  • Parking
  • Family rooms

no reviews

from $306.00 Show details »

Remodeled Farmhouse in Waterford Near 2 Beaches! in Waterford, USA

Remodeled Farmhouse in Waterford Near 2...

Holiday home in Waterford near Old Saybrook, Connecticut
Remodeled Farmhouse in Waterford Near 2 Beaches! is set in Waterford, 19 km from Mystic Seaport, 28 km from Foxwoods Casinos, and 45 km from Goodspeed...
  • Parking
  • Pets allowed
  • Internet facilities
  • Hairdryer
  • Iron

Exceptional 4 Reviews 9.8

from $337.00 Show details »

Greenport Home with Furnished Patio, Walk Downtown! in Greenport, USA

Greenport Home with Furnished Patio, Wal...

Holiday home in Greenport near Old Saybrook, Connecticut
Situated in Greenport, Greenport Home with Furnished Patio, Walk Downtown! features accommodation with a patio and free WiFi.
  • Parking
  • Refrigerator
  • Free toiletries
  • Toilet
  • Microwave

no reviews

from $424.00 Show details »

Private Guest House with Deck and Spectacular Views! in Uncasville, USA

Private Guest House with Deck and Specta...

Holiday home in Uncasville near Old Saybrook, Connecticut
Situated 32 km from Goodspeed Opera House and 36 km from Foxwoods Casinos, Private Guest House with Deck and Mountain Views! features accommodation lo...
  • Parking
  • Pets allowed
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Exceptional 7 Reviews 9.6

from $242.33 Show details »

Guilford Carriage House at Granite Lodge! in Guilford, USA

Guilford Carriage House at Granite Lodge...

Holiday home in Guilford near Old Saybrook, Connecticut
Set 21 km from City Hall, 22 km from Yale University and 24 km from The Yale Bowl, Guilford Carriage House at Granite Lodge! offers accommodation loca...
  • Parking

no reviews

from $376.67 Show details »

Pet-Friendly Lebanon House with Lake Access! in Lebanon, USA

Pet-Friendly Lebanon House with Lake Acc...

Holiday home in Lebanon near Old Saybrook, Connecticut
Situated in Lebanon, 24 km from Eastern Connecticut State University and 32 km from Foxwoods Casinos, Pet-Friendly Lebanon House with Lake Access! fea...
  • Parking
  • Pets allowed

Exceptional 1 Reviews 10.0

from $302.67 Show details »

Lovely Norwich Villa, On Golf Course with Amenities! in Norwich, USA

Lovely Norwich Villa, On Golf Course wit...

Villa in Norwich near Old Saybrook, Connecticut
Situated in Norwich, 18 km from Foxwoods Casinos and 30 km from Eastern Connecticut State University, Cozy Norwich Villa on Golf Course Near Spa! prov...
  • Parking

Very good 3 Reviews 8.3

from $238.67 Show details »

Cozy Bungalow Just Minutes from Mystic, Westerly Beaches, Boating and Casinos! bungalow in Groton, USA

Cozy Bungalow Just Minutes from Mystic,...

Holiday home in Groton near Old Saybrook, Connecticut
Situated in Groton in the Connecticut region, Cozy Bungalow Just Minutes from Mystic, Westerly Beaches, Boating and Casinos! bungalow has a patio.
  • Parking
  • Pets allowed

Superb 3 Reviews 9.3

from $264.19 Show details »

The Parkside Retreat in Noyac in Sag Harbor, USA

The Parkside Retreat in Noyac

Holiday home in Sag Harbor near Old Saybrook, Connecticut
Situated in Sag Harbor, 1.9 km from Foster Memorial Beach, The Parkside Retreat in Noyac features accommodation with a garden, free WiFi and an ATM.
  • Parking
  • Pets allowed
  • Tea/Coffee maker
  • Shower
  • Bath

no reviews

from $261.00 Show details »

Beautiful home in excellent area 10 mins to yale in Branford, USA

Beautiful home in excellent area 10 mins...

Holiday home in Branford near Old Saybrook, Connecticut , 23 Featherbed Lane
Boasting garden views, Beautiful home in excellent area 10 mins to yale provides accommodation with a terrace and a balcony, around 15 km from City Ha...
  • Parking
  • Pets allowed
  • Family rooms

no reviews

from $395.00 Show details »

Springs Country Cottage in East Hampton, USA

Springs Country Cottage

Holiday home in East Hampton near Old Saybrook, Connecticut
Set in East Hampton, 16 km from Montauk Point Lighthouse and 25 km from Second House Museum, Springs Country Cottage offers accommodation with free Wi...
  • Parking
  • Pets allowed

no reviews

from $147.17 Show details »

Cute East Hampton Cottage with Patio - Walk to Beach in East Hampton, USA

Cute East Hampton Cottage with Patio - W...

Holiday home in East Hampton near Old Saybrook, Connecticut
Within 16 km of Montauk Point Lighthouse and 25 km of Second House Museum, Cute East Hampton Cottage with Patio - Walk to Beach features free WiFi and...
  • Parking
  • Internet facilities
  • Iron
  • Refrigerator
  • Free toiletries

Superb 4 Reviews 9.3

from $364.33 Show details »

East Hampton Retreat in East Hampton, USA

East Hampton Retreat

Holiday home in East Hampton near Old Saybrook, Connecticut
Located in East Hampton, 19 km from Montauk Point Lighthouse and 28 km from Second House Museum, East Hampton Retreat provides accommodation with free...
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

no reviews

from $331.86 Show details »

Sag Harbor Hideaway in Sag Harbor, USA

Sag Harbor Hideaway

Holiday home in Sag Harbor near Old Saybrook, Connecticut
Set in Sag Harbor, within 1.2 km of Havens Beach and 23 km of Montauk Point Lighthouse, Sag Harbor Hideaway offers accommodation with free WiFi, air c...
  • Parking
  • Pets allowed

no reviews

from $225.00 Show details »

Waterfront escape with magical vibes! in East Hampton, USA

Waterfront escape with magical vibes!

Holiday home in East Hampton near Old Saybrook, Connecticut , 219 Three Mile Harbor Hog Creek Road
Boasting river views, Waterfront escape with magical vibes! offers accommodation with a private beach area and a balcony, around 16 km from Montauk Po...
  • Parking
  • Pets allowed
  • Family rooms

Good 6 Reviews 7.2

from $395.17 Show details »

Caster Holdings Too! in Mystic, USA

Caster Holdings Too!

Holiday home in Mystic near Old Saybrook, Connecticut , 11 Dubois Drive
Boasting a garden, a terrace, and barbecue facilities, Caster Holdings Too! provides accommodation in Mystic with free WiFi and sea views.
  • Parking
  • Family rooms

Good 2 Reviews 7.0

from $366.67 Show details »

Caster Holdings in Mystic, USA

Caster Holdings

Holiday home in Mystic near Old Saybrook, Connecticut , 3 Dubois Drive
Featuring river views, Caster Holdings provides accommodation with a garden and a balcony, around 3 km from Mystic Seaport.
  • Parking
  • Family rooms

Pleasant 3 Reviews 7.0

from $315.00 Show details »

Number of Holiday homes in Old Saybrook 45
Number of guest ratings 2304
Average price per night $1.740.88
Lowest price per night $147.17
Highest price per night $4.050.00

Most popular Holiday-homes in Old Saybrook

The most popular Holiday-homes in Old Saybrook based on average guest rating (Top 10).

Cheapest Holiday-homes in Old Saybrook

The cheapest Holiday-homes in Old Saybrook based on room rate per night (Top 10).

Most booked Holiday-homes in Old Saybrook

The most booked Holiday-homes in Old Saybrook based on popularity with guests (Top 10).

Holiday homes in Old Saybrook (Connecticut), comfortable and familiar

Staying in a holiday or vacation home in Old Saybrook can be a great alternative to a hotel or resort. They can range from small cottages to luxurious villas, and are often located in popular tourist destinations such as beaches or mountains. One of the main benefits is the privacy and flexibility that comes with having your own space. Unlike a hotel room, a holiday home provides you with a living area, kitchen, and sometimes even outdoor space, allowing you to cook your own meals, relax in comfort, and enjoy the company of your friends or family without the interruptions of other guests.

Holiday homes often offer more space than a hotel room. This can be particularly useful for families or groups of friends traveling together, who may need more than one room or want to avoid the cramped feeling of a single hotel room. They can also provide a more authentic travel experience, allowing guests to immerse themselves in the local culture and lifestyle. This can be particularly appealing for those who prefer to stay in quieter, residential areas away from the hustle and bustle of tourist hotspots.

Find the best Holiday home in Old Saybrook for your needs

Holiday homes should offer a comfortable and enjoyable stay, providing all the necessary amenities and conveniences to make your vacation experience memorable. At a minimum, your holiday home in Old Saybrook should offer a clean and well-maintained living space with comfortable furnishings, adequate lighting, and climate control.

In addition to basic amenities such as a fully equipped kitchen, comfortable bedding, and clean linens and towels, holiday homes should also offer modern conveniences such as Wi-Fi, cable or streaming TV, and laundry facilities. A private outdoor space, such as a balcony or terrace, can also add to the overall enjoyment. They can also offer additional features such as a swimming pool, hot tub, or outdoor grill. Location is also important, for example, close to popular tourist attractions, restaurants and shopping areas.

Accommodation data and pictures provided by Booking.com