Holiday rentals near Westport Historical Society
We found 787 holiday rentals — enter your dates for availability
If you'd like to stay close to Westport Historical Society, take a look at private holiday rentals to find the perfect one for your trip. Whether you're staying in a holiday rental with friends, family or just with your pet, you'll find the amenities that you need and want, which might include parking and a fireplace. You'll be sure to find a property to rent for everyone's needs, including options that are accessible or non-smoking.
Holiday rentals with weekly discounts - Westport Historical Society
Showing deals for:7 Nov - 14 Nov
Image gallery for Waterfront Beautiful Fun Beach Cottage Sunsets Inspiring Peaceful 1hr NYC Wow
9.09.0 out of 10 rating
Wonderful
(7 reviews)
Waterfront Beautiful Fun Beach Cottage Sunsets Inspiring Peaceful 1hr NYC Wow
Northport, NY
12% off
Price is S$2,152
S$2,152
S$307 per night
includes taxes & fees
Image gallery for Renovated Milford Beach home by Charles Island/Silver Sands Pk
1010 out of 10 rating
Exceptional
(6 reviews)
Renovated Milford Beach home by Charles Island/Silver Sands Pk
Milford, CT
8% off
Price is S$3,210
S$3,210
S$459 per night
includes taxes & fees
Image gallery for Fairfield Old Post Road-heated pool & Guest Cottage-walk to NYC train and Beach!
9.89.8 out of 10 rating
Exceptional
(18 reviews)
Fairfield Old Post Road-heated pool & Guest Cottage-walk to NYC train and Beach!
Fairfield, CT
8% off
Price is S$16,272
S$16,272
S$2,325 per night
includes taxes & fees
Image gallery for 3br\2ba: Quiet and Cozy Getaway in Milford
1010 out of 10 rating
Exceptional
(6 reviews)
3br\2ba: Quiet and Cozy Getaway in Milford
Milford, CT
24% off
Price is S$2,045
S$2,045
S$292 per night
includes taxes & fees
Image gallery for Luxury Beach Oasis with Amazing Panoramic Ocean Views
1010 out of 10 rating
Exceptional
(6 reviews)
Luxury Beach Oasis with Amazing Panoramic Ocean Views
Milford, CT
8% off
Price is S$7,747
S$7,747
S$1,107 per night
includes taxes & fees
Image gallery for RAIN, SNOW OR SHINE! THIS HOUSE HAS ALL YOU NEED AND MORE TO HAVE A GOOD TIME !
1010 out of 10 rating
Exceptional
(5 reviews)
RAIN, SNOW OR SHINE! THIS HOUSE HAS ALL YOU NEED AND MORE TO HAVE A GOOD TIME !
Pound Ridge, NY
5% off
Price is S$14,249
S$14,249
S$2,036 per night
includes taxes & fees
Image gallery for Stunning Waterfall View - 5 Bedroom
1010 out of 10 rating
Exceptional
(9 reviews)
Stunning Waterfall View - 5 Bedroom
Westport, CT
8% off
Price is S$7,566
S$7,566
S$1,081 per night
includes taxes & fees
Image gallery for Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC
1010 out of 10 rating
Exceptional
(5 reviews)
Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC
Kings Park, NY
8% off
Price is S$1,406
S$1,406
S$201 per night
includes taxes & fees
Image gallery for Mid-Century Modern Hilltop Retreat
9.09.0 out of 10 rating
Wonderful
(9 reviews)
Mid-Century Modern Hilltop Retreat
South Salem, NY
19% off
Price is S$6,785
S$6,785
S$969 per night
includes taxes & fees
Image gallery for Historic Designer City Getaway
1010 out of 10 rating
Exceptional
(9 reviews)
Historic Designer City Getaway
Easton, CT
7% off
Price is S$10,020
S$10,020
S$1,431 per night
includes taxes & fees
Image gallery for Historic 6-Bdrm Tudor Estate w pool/tennis access
9.69.6 out of 10 rating
Exceptional
(5 reviews)
Historic 6-Bdrm Tudor Estate w pool/tennis access
Stamford, CT
8% off
Price is S$19,275
S$19,275
S$2,754 per night
includes taxes & fees
Image gallery for The Fred Deluxe 7 BR by I95, Train, HarborVw, Stamford Beaches & Workspace
8.68.6 out of 10 rating
Excellent
(7 reviews)
The Fred Deluxe 7 BR by I95, Train, HarborVw, Stamford Beaches & Workspace
Stamford, CT
8% off
Price is S$7,443
S$7,443
S$1,063 per night
includes taxes & fees
Image gallery for Second floor cottage apartment located in a private community.
9.69.6 out of 10 rating
Exceptional
(16 reviews)
Second floor cottage apartment located in a private community.
Stamford, CT
8% off
Price is S$2,676
S$2,676
S$382 per night
includes taxes & fees
Image gallery for Adorable 1-Bedroom Cottage in Weston, CT
1010 out of 10 rating
Exceptional
(42 reviews)
Adorable 1-Bedroom Cottage in Weston, CT
Weston, CT
8% off
Price is S$2,035
S$2,035
S$291 per night
includes taxes & fees
Image gallery for Tranquil 1 bedroom cottage with King size bed & Fireplace in charming Bethel, CT
1010 out of 10 rating
Exceptional
(7 reviews)
Tranquil 1 bedroom cottage with King size bed & Fireplace in charming Bethel, CT
Bethel, CT
8% off
Price is S$2,316
S$2,316
S$331 per night
includes taxes & fees
Image gallery for Stylish downstairs apartment. Walk to town, train, & beach ferry!
1010 out of 10 rating
Exceptional
(20 reviews)
Stylish downstairs apartment. Walk to town, train, & beach ferry!
Greenwich, CT
8% off
Price is S$3,692
S$3,692
S$527 per night
includes taxes & fees
Image gallery for Stylish Beach Home near Stamford Downtown/Beach
1010 out of 10 rating
Exceptional
(20 reviews)
Stylish Beach Home near Stamford Downtown/Beach
Stamford, CT
8% off
Price is S$6,024
S$6,024
S$861 per night
includes taxes & fees
Image gallery for Direct Waterfront "The Palms" Beach House
1010 out of 10 rating
Exceptional
(9 reviews)
Direct Waterfront "The Palms" Beach House
Milford, CT
8% off
Price is S$5,569
S$5,569
S$796 per night
includes taxes & fees
Image gallery for BREATHTAKING BUNGALOW-HOME AWAY FROM HOME
1010 out of 10 rating
Exceptional
(37 reviews)
BREATHTAKING BUNGALOW-HOME AWAY FROM HOME
Milford, CT
8% off
Price is S$1,572
S$1,572
S$225 per night
includes taxes & fees
Image gallery for Charming duplex with private yard. Close to the beach, dining & shopping!
9.89.8 out of 10 rating
Exceptional
(40 reviews)
Charming duplex with private yard. Close to the beach, dining & shopping!
Greenwich, CT
7% off
Price is S$2,758
S$2,758
S$394 per night
includes taxes & fees
Image gallery for ZEN HOUSE Historic Sculptor Studio creator or Mount Rushmore midcentury home
1010 out of 10 rating
Exceptional
(25 reviews)
ZEN HOUSE Historic Sculptor Studio creator or Mount Rushmore midcentury home
Stamford, CT
9% off
Price is S$4,841
S$4,841
S$692 per night
includes taxes & fees
Image gallery for Quiet suburban home close to Fairfield beaches and universities
1010 out of 10 rating
Exceptional
(10 reviews)
Quiet suburban home close to Fairfield beaches and universities
Fairfield, CT
8% off
Price is S$2,696
S$2,696
S$385 per night
includes taxes & fees
Image gallery for Quaint duplex with private yard. Walk to beach, dining, & shopping!
1010 out of 10 rating
Exceptional
(44 reviews)
Quaint duplex with private yard. Walk to beach, dining, & shopping!
Greenwich, CT
7% off
Price is S$2,989
S$2,989
S$427 per night
includes taxes & fees
Image gallery for Charming Beach Home-Steps To Sandy Beach
9.89.8 out of 10 rating
Exceptional
(16 reviews)
Charming Beach Home-Steps To Sandy Beach
Milford, CT
8% off
Price is S$3,042
S$3,042
S$435 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Westport Historical Society
DUNE Fairfield Beach
Sleeps 2 · 1 bedroom
9.09.0 out of 10
Wonderfulwonderful
63 reviews(63 reviews)
Stamford Suites
Sleeps 4 · 1 bedroom
5.65.6 out of 10
48 reviews(48 reviews)
Business or Weekend escape
Sleeps 4 · 1 bedroom · 1 bathroom
9.29.2 out of 10
Wonderfulwonderful
44 reviews(44 reviews)
Luxury Designer 2 bedroom+office/3bed vacation home.
Sleeps 5 · 3 bedrooms · 1 bathroom
9.49.4 out of 10
Exceptionalexceptional
20 reviews(20 reviews)
Riverfront Weston Home-1 Hr to NYC.Easy access to restaurants, I-95 & Parkway
Sleeps 6 · 2 bedrooms · 1+ bathroom
7.47.4 out of 10
Goodgood
6 reviews(6 reviews)
Seaside Serenity: 2B 1B, Patio,Near Beach
Sleeps 6 · 2 bedrooms · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
18 reviews(18 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, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value