Holiday rentals near Westport Historical Society
We found 786 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:17 Oct - 24 Oct
Image gallery for Beautiful Waterfront Beach Cottage Sunset Oasis 1hr NYC
9.09.0 out of 10 rating
Wonderful
(7 reviews)
Beautiful Waterfront Beach Cottage Sunset Oasis 1hr NYC
Northport, NY
12% off
Price is AU$3,472
AU$3,472
AU$496 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
12% off
Price is AU$8,921
AU$8,921
AU$1,274 per night
includes taxes & fees
Image gallery for A Secluded Modern Getaway
1010 out of 10 rating
Exceptional
(7 reviews)
A Secluded Modern Getaway
Redding, CT
8% off
Price is AU$10,390
AU$10,390
AU$1,484 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 AU$21,533
AU$21,533
AU$3,076 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
8% off
Price is AU$11,429
AU$11,429
AU$1,633 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 AU$6,615
AU$6,615
AU$945 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 AU$2,426
AU$2,426
AU$347 per night
includes taxes & fees
Image gallery for Mid Century Modern ZEN House with Pool. 50 min from New York City
1010 out of 10 rating
Exceptional
(19 reviews)
Mid Century Modern ZEN House with Pool. 50 min from New York City
Stamford, CT
20% off
Price is AU$4,496
AU$4,496
AU$642 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 AU$9,823
AU$9,823
AU$1,403 per night
includes taxes & fees
Image gallery for Charming 3 Bedroom Beach Front Cottage with Fireplace
9.49.4 out of 10 rating
Exceptional
(27 reviews)
Charming 3 Bedroom Beach Front Cottage with Fireplace
Milford, CT
8% off
Price is AU$7,116
AU$7,116
AU$1,017 per night
includes taxes & fees
Image gallery for Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!
1010 out of 10 rating
Exceptional
(22 reviews)
Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!
Rye Brook, NY
8% off
Price is AU$2,833
AU$2,833
AU$405 per night
includes taxes & fees
Image gallery for The Suite at Pound Ridge
9.89.8 out of 10 rating
Exceptional
(6 reviews)
The Suite at Pound Ridge
Pound Ridge, NY
8% off
Price is AU$3,542
AU$3,542
AU$506 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 AU$3,177
AU$3,177
AU$454 per night
includes taxes & fees
Image gallery for Adorable Cottage with Water Views, Across the street from Prime & other eateries
9.89.8 out of 10 rating
Exceptional
(63 reviews)
Adorable Cottage with Water Views, Across the street from Prime & other eateries
Huntington, NY
14% off
Price is AU$3,410
AU$3,410
AU$487 per night
includes taxes & fees
Image gallery for Entire home PRIVATE BEACH live like a celebrity! Saturday-Saturday ONLY
9.89.8 out of 10 rating
Exceptional
(17 reviews)
Entire home PRIVATE BEACH live like a celebrity! Saturday-Saturday ONLY
Milford, CT
7% off
Price is AU$3,860
AU$3,860
AU$551 per night
includes taxes & fees
Image gallery for Rowayton - Close To Town, Park & Beach
1010 out of 10 rating
Exceptional
(8 reviews)
Rowayton - Close To Town, Park & Beach
Norwalk, CT
8% off
Price is AU$8,061
AU$8,061
AU$1,152 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, Connecticut
8% off
Price is AU$6,894
AU$6,894
AU$985 per night
includes taxes & fees
Image gallery for Updated, cozy single family in Fairfield County
9.49.4 out of 10 rating
Exceptional
(11 reviews)
Updated, cozy single family in Fairfield County
Trumbull, CT
8% off
Price is AU$4,309
AU$4,309
AU$616 per night
includes taxes & fees
Image gallery for 2nd Floor, 1 Br / 1 Ba With Sofa Bed In The Living Room
1010 out of 10 rating
Exceptional
(12 reviews)
2nd Floor, 1 Br / 1 Ba With Sofa Bed In The Living Room
Greenwich, CT
7% off
Price is AU$1,767
AU$1,767
AU$252 per night
includes taxes & fees
Image gallery for Lordship Charmer HAS IT ALL! Comfortable stay, accessible, family friendly!
9.89.8 out of 10 rating
Exceptional
(7 reviews)
Lordship Charmer HAS IT ALL! Comfortable stay, accessible, family friendly!
Stratford, CT
8% off
Price is AU$3,778
AU$3,778
AU$540 per night
includes taxes & fees
Image gallery for Summer Holiday Waterfront Beach House Sunset Oasis Private 1hr NYC Wow!
9.89.8 out of 10 rating
Exceptional
(6 reviews)
Summer Holiday Waterfront Beach House Sunset Oasis Private 1hr NYC Wow!
Northport, NY
12% off
Price is AU$8,709
AU$8,709
AU$1,244 per night
includes taxes & fees
Image gallery for Cozy, pleasant 2BR apt in Beach community! Only 1hr to NYC!
9.69.6 out of 10 rating
Exceptional
(5 reviews)
Cozy, pleasant 2BR apt in Beach community! Only 1hr to NYC!
Norwalk, CT
8% off
Price is AU$3,278
AU$3,278
AU$468 per night
includes taxes & fees
Image gallery for A country guest house just 21-32 minutes Bridgeport or New Haven Universities.
9.49.4 out of 10 rating
Exceptional
(21 reviews)
A country guest house just 21-32 minutes Bridgeport or New Haven Universities.
Shelton, CT
8% off
Price is AU$1,709
AU$1,709
AU$244 per night
includes taxes & fees
Image gallery for The B&W Haven 5BR Home with yard theater + Office
9.29.2 out of 10 rating
Wonderful
(7 reviews)
The B&W Haven 5BR Home with yard theater + Office
Bridgeport, CT
7% off
Price is AU$4,495
AU$4,495
AU$642 per night
includes taxes & fees
Find spaces that suit your style
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Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - Westport Historical Society
Showing deals for: 13 Oct - 16 Oct
Stamford Suites
Sleeps 4 · 1 bedroom
5.85.8 out of 10
45 reviews(45 reviews)
The current price is AU$1,110
AU$1,110
for 3 nights, 1 room
AU$370 per night
includes taxes & fees
DUNE Fairfield Beach
Sleeps 2 · 1 bedroom
9.09.0 out of 10
Wonderfulwonderful
60 reviews(60 reviews)
The current price is AU$1,159
AU$1,159
for 3 nights, 1 apartment
AU$386 per night
includes taxes & fees
Business or Weekend escape
Sleeps 4 · 1 bedroom · 1 bathroom
9.29.2 out of 10
Wonderfulwonderful
40 reviews(40 reviews)
The current price is AU$492
AU$492
for 3 nights, 1 home
AU$164 per night
includes taxes & fees
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)
The current price is AU$1,119
AU$1,119
for 3 nights, 1 home
AU$373 per night
includes taxes & fees
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)
The current price is AU$1,485
AU$1,485
for 3 nights, 1 apartment
AU$495 per night
includes taxes & fees
(HIGH DEMAND)Close To Downtown Free Wi-fi/Parking/ Metro North & I-95 3 mins
Sleeps 4 · 2 bedrooms · 1 bathroom
9.09.0 out of 10
Wonderfulwonderful
7 reviews(7 reviews)
The current price is AU$1,210
AU$1,210
for 3 nights, 1 apartment
AU$403 per night
includes taxes & fees
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