Old Saybrook Station holiday lettings
We found 1,202 holiday rentals — enter your dates for availability
Discover a selection of private holiday rentals near Old Saybrook Station that provide the perfect home base for your trip. Whether you're travelling with a group or just with your pet, holiday rentals have the amenities that you expect for your stay, such as Wi-Fi and cable TV. No matter what you're looking for, you're sure to find a property to rent for everyone's needs, including a place that is accessible or non-smoking.
Holiday rentals with weekly discounts - Old Saybrook Station
Showing deals for:25 Jul - 1 Aug
Image gallery for Stunning, modern home with all new baths and heated Gunite pool near Wades Beach

1010 out of 10 rating
Exceptional
(28 reviews)
Stunning, modern home with all new baths and heated Gunite pool near Wades Beach
Shelter Island, NY
8% off
Price is £7,605
£7,605
£1,086 per night
includes taxes & fees
Image gallery for Stunning Waterfront Estate House with 270 degree sea views on 7 private acres

1010 out of 10 rating
Exceptional
(10 reviews)
Stunning Waterfront Estate House with 270 degree sea views on 7 private acres
Shelter Island, NY
8% off
Price is £14,780
£14,780
£2,111 per night
includes taxes & fees
Image gallery for Waterfront House With Dock And Private Beach

1010 out of 10 rating
Exceptional
(19 reviews)
Waterfront House With Dock And Private Beach
Shelter Island, NY
8% off
Price is £5,498
£5,498
£785 per night
includes taxes & fees
Image gallery for Beachfront Heated Pool Hot Tub Orient Village Modern Dream Home

9.49.4 out of 10 rating
Exceptional
(6 reviews)
Beachfront Heated Pool Hot Tub Orient Village Modern Dream Home
Orient, NY
8% off
Price is £12,381
£12,381
£1,769 per night
includes taxes & fees
Image gallery for RIVERVIEW VILLA AT OCEAN BEACH: 5 QUEEN BEDS

9.69.6 out of 10 rating
Exceptional
(27 reviews)
RIVERVIEW VILLA AT OCEAN BEACH: 5 QUEEN BEDS
New London, CT
7% off
Price is £3,662
£3,662
£523 per night
includes taxes & fees
Image gallery for HEATED POOL waterfront HOT TUB, GYM, Watersports, BOATER DELIGHT luxury modern

9.89.8 out of 10 rating
Exceptional
(9 reviews)
HEATED POOL waterfront HOT TUB, GYM, Watersports, BOATER DELIGHT luxury modern
Southold, NY
8% off
Price is £18,295
£18,295
£2,614 per night
includes taxes & fees
Image gallery for Gorgeous Historical 6 bdrm House close to vineyards and breweries,

1010 out of 10 rating
Exceptional
(32 reviews)
Gorgeous Historical 6 bdrm House close to vineyards and breweries,
Peconic, NY
15% off
Price is £5,110
£5,110
£730 per night
includes taxes & fees
Image gallery for THE CLASSIC OCEAN BEACH HOUSE: 6 QUEEN 1 SOFA BED

9.49.4 out of 10 rating
Exceptional
(31 reviews)
THE CLASSIC OCEAN BEACH HOUSE: 6 QUEEN 1 SOFA BED
New London, CT
7% off
Price is £3,662
£3,662
£523 per night
includes taxes & fees
Image gallery for Newly renovated! Shelter Island Gem, 3 blocks from Sunset Beach

9.89.8 out of 10 rating
Exceptional
(16 reviews)
Newly renovated! Shelter Island Gem, 3 blocks from Sunset Beach
Shelter Island Heights, NY
16% off
Price is £7,548
£7,548
£1,078 per night
includes taxes & fees
Image gallery for Relax in this light-filled home, steps from the beach and a short walk to town!

1010 out of 10 rating
Exceptional
(71 reviews)
Relax in this light-filled home, steps from the beach and a short walk to town!
Greenport, NY
8% off
Price is £6,423
£6,423
£918 per night
includes taxes & fees
Image gallery for OASIS @ OCEAN BEACH PARK: 6 QUEEN BEDS

9.69.6 out of 10 rating
Exceptional
(23 reviews)
OASIS @ OCEAN BEACH PARK: 6 QUEEN BEDS
New London, CT
8% off
Price is £4,890
£4,890
£699 per night
includes taxes & fees
Image gallery for Water front beach house w/ private beach with 3 bedrooms/2 bathrooms/Large Deck

9.89.8 out of 10 rating
Exceptional
(7 reviews)
Water front beach house w/ private beach with 3 bedrooms/2 bathrooms/Large Deck
Greenport, NY
7% off
Price is £8,515
£8,515
£1,216 per night
includes taxes & fees
Image gallery for Historic 2-bedroom upstairs apartment close to beaches, town and vineyards.

9.49.4 out of 10 rating
Exceptional
(13 reviews)
Historic 2-bedroom upstairs apartment close to beaches, town and vineyards.
Southold, NY
8% off
Price is £3,117
£3,117
£445 per night
includes taxes & fees
Image gallery for Cute Cottage Apartment Near town, beaches and vineyards (WBH)

9.69.6 out of 10 rating
Exceptional
(26 reviews)
Cute Cottage Apartment Near town, beaches and vineyards (WBH)
Southold, NY
8% off
Price is £3,117
£3,117
£445 per night
includes taxes & fees
Image gallery for Waterfront Goodspeed airport 2-bedroom house with AC, WiFi

8.48.4 out of 10 rating
Very good
(5 reviews)
Waterfront Goodspeed airport 2-bedroom house with AC, WiFi
East Haddam, CT
9% off
Price is £2,455
£2,455
£351 per night
includes taxes & fees
Image gallery for 2 Bedroom Apartment in Historic Home with private yard (WBH)

9.69.6 out of 10 rating
Exceptional
(37 reviews)
2 Bedroom Apartment in Historic Home with private yard (WBH)
Southold, NY
12% off
Price is £2,989
£2,989
£427 per night
includes taxes & fees
Image gallery for SUNSETS IN OCEAN BEACH PARK: 6 QUEEN BEDS W/ 1MIL DOLLAR VIEW OF ATLANTIC OCEAN!

9.29.2 out of 10 rating
Wonderful
(40 reviews)
SUNSETS IN OCEAN BEACH PARK: 6 QUEEN BEDS W/ 1MIL DOLLAR VIEW OF ATLANTIC OCEAN!
New London, CT
8% off
Price is £7,478
£7,478
£1,068 per night
includes taxes & fees
Image gallery for Amazing 11 Bedroom 15 Bathroom Mansion Close to Beaches

1010 out of 10 rating
Exceptional
(5 reviews)
Amazing 11 Bedroom 15 Bathroom Mansion Close to Beaches
Killingworth, CT
7% off
Price is £8,627
£8,627
£1,232 per night
includes taxes & fees
Image gallery for Cottage near the beach

9.69.6 out of 10 rating
Exceptional
(15 reviews)
Cottage near the beach
Niantic, CT
7% off
Price is £1,656
£1,656
£237 per night
includes taxes & fees
Image gallery for Room for the whole family 1/2 hour to Mohegan and Mystic Seaport

9.69.6 out of 10 rating
Exceptional
(15 reviews)
Room for the whole family 1/2 hour to Mohegan and Mystic Seaport
Colchester, CT
8% off
Price is £3,040
£3,040
£434 per night
includes taxes & fees
Image gallery for Retreat in beach community, 1 Br/2 Bath, Laundry, Sleeps up to 3, Walk to Beach

9.09.0 out of 10 rating
Wonderful
(38 reviews)
Retreat in beach community, 1 Br/2 Bath, Laundry, Sleeps up to 3, Walk to Beach
Niantic, CT
8% off
Price is £936
£936
£134 per night
includes taxes & fees
Image gallery for Newly renovated w/ Brand new kitchen and updated living room with more windows!

9.49.4 out of 10 rating
Exceptional
(9 reviews)
Newly renovated w/ Brand new kitchen and updated living room with more windows!
Guilford, CT
7% off
Price is £3,584
£3,584
£512 per night
includes taxes & fees
Image gallery for Private Getaway - corner Home with rights to private beach - Tip of North Fork

9.89.8 out of 10 rating
Exceptional
(28 reviews)
Private Getaway - corner Home with rights to private beach - Tip of North Fork
Orient, NY
8% off
Price is £5,332
£5,332
£762 per night
includes taxes & fees
Image gallery for Peconic Sound Beach Home: Backyard & Vineyards

9.69.6 out of 10 rating
Exceptional
(9 reviews)
Peconic Sound Beach Home: Backyard & Vineyards
Peconic, New York
7% off
Price is £5,581
£5,581
£797 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Old Saybrook Station
Waterford, CT - Beautifully furnished 1Bedroom/1Bath 864sf Apartment
Sleeps 2 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
2 reviews(2 reviews)
Coastal Waterford Getaway, Steps to the Water!
Sleeps 4 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
12 reviews(12 reviews)
Romantic Cottage by the Sea, steps to private beach, sleeps 2!
Sleeps 2 · 1 bedroom · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
109 reviews(109 reviews)
The Little Red Cottage at Pleasure Beach
Sleeps 4 · 1 bedroom · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
139 reviews(139 reviews)
Cottage on Historic Estate with Private Beach & Majestic Long Island Sound View.
Sleeps 6 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
59 reviews(59 reviews)
Top rated rentals - Old Saybrook Station
Amazing time! Amazing Views!
1010 out of 10
Exceptionalexceptional
2 reviews(2 reviews)
Beautiful location
1010 out of 10
Exceptionalexceptional
25 reviews(25 reviews)
Beautiful house on the seafront
1010 out of 10
Exceptionalexceptional
130 reviews(130 reviews)
- Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value