Holiday rentals near Westport Country Playhouse
We found 775 holiday rentals — enter your dates for availability
Take a look at private holiday rentals within easy reach of Westport Country Playhouse that can be your home away from home. Whether you're going on holiday with family or friends, holiday rentals have the amenities that you need and want for your stay, which might include parking and a washer and dryer. Whatever you're looking for, you'll be sure to find a property to rent that has what everyone needs, including a place that is accessible or non-smoking.
Holiday rentals with weekly discounts - Westport Country Playhouse
Showing deals for:26 Sept - 3 Oct
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 NZ$9,635
NZ$9,635
NZ$1,376 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 NZ$12,898
NZ$12,898
NZ$1,843 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
7% off
Price is NZ$14,065
NZ$14,065
NZ$2,009 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 NZ$24,236
NZ$24,236
NZ$3,462 per night
includes taxes & fees
Image gallery for Luxury private beach front property
1010 out of 10 rating
Exceptional
(11 reviews)
Luxury private beach front property
Milford, CT
11% off
Price is NZ$11,866
NZ$11,866
NZ$1,695 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
(6 reviews)
Tranquil 1 bedroom cottage with King size bed & Fireplace in charming Bethel, CT
Bethel, CT
8% off
Price is NZ$3,062
NZ$3,062
NZ$437 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 NZ$12,872
NZ$12,872
NZ$1,839 per night
includes taxes & fees
Image gallery for Luxurious, Direct Oceanfront Home with Private Beach
1010 out of 10 rating
Exceptional
(15 reviews)
Luxurious, Direct Oceanfront Home with Private Beach
Milford, CT
16% off
Price is NZ$19,589
NZ$19,589
NZ$2,798 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
15% off
Price is NZ$4,976
NZ$4,976
NZ$711 per night
includes taxes & fees
Image gallery for The Fred Deluxe 7 BR by I95, Train, HarborVw, Stamford Beaches & Workspace
9.09.0 out of 10 rating
Wonderful
(6 reviews)
The Fred Deluxe 7 BR by I95, Train, HarborVw, Stamford Beaches & Workspace
Stamford, CT
8% off
Price is NZ$9,522
NZ$9,522
NZ$1,360 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 NZ$3,474
NZ$3,474
NZ$496 per night
includes taxes & fees
Image gallery for The Suite at Pound Ridge
9.69.6 out of 10 rating
Exceptional
(5 reviews)
The Suite at Pound Ridge
Pound Ridge, NY
8% off
Price is NZ$3,417
NZ$3,417
NZ$488 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 NZ$8,761
NZ$8,761
NZ$1,252 per night
includes taxes & fees
Image gallery for Entire House on Scenic Estate with Private Pond in Exclusive Neighborhood
9.89.8 out of 10 rating
Exceptional
(13 reviews)
Entire House on Scenic Estate with Private Pond in Exclusive Neighborhood
Norwalk, CT
11% off
Price is NZ$3,684
NZ$3,684
NZ$526 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 NZ$4,277
NZ$4,277
NZ$611 per night
includes taxes & fees
Image gallery for Rowayton - Close To Town, Park & Beach
1010 out of 10 rating
Exceptional
(7 reviews)
Rowayton - Close To Town, Park & Beach
Norwalk, CT
8% off
Price is NZ$8,943
NZ$8,943
NZ$1,278 per night
includes taxes & fees
Image gallery for Bright Stylish Chic 4BR 4BA Home Pet Friendly!
1010 out of 10 rating
Exceptional
(99 reviews)
Bright Stylish Chic 4BR 4BA Home Pet Friendly!
Stamford, CT
8% off
Price is NZ$7,204
NZ$7,204
NZ$1,029 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
(20 reviews)
A country guest house just 21-32 minutes Bridgeport or New Haven Universities.
Shelton, CT
8% off
Price is NZ$1,866
NZ$1,866
NZ$267 per night
includes taxes & fees
Image gallery for New Beach Home near Stamford Downtown/Shippan
1010 out of 10 rating
Exceptional
(21 reviews)
New Beach Home near Stamford Downtown/Shippan
Stamford, Connecticut
6% off
Price is NZ$13,474
NZ$13,474
NZ$1,925 per night
includes taxes & fees
Image gallery for Waterview House Walking Distance from Cove Beach
9.09.0 out of 10 rating
Wonderful
(20 reviews)
Waterview House Walking Distance from Cove Beach
Stamford, Connecticut
8% off
Price is NZ$11,594
NZ$11,594
NZ$1,656 per night
includes taxes & fees
Image gallery for 1 bedroom Cozy, comfy, super clean, great location and own entrance!!
9.49.4 out of 10 rating
Exceptional
(32 reviews)
1 bedroom Cozy, comfy, super clean, great location and own entrance!!
Shelton, CT
7% off
Price is NZ$964
NZ$964
NZ$138 per night
includes taxes & fees
Image gallery for Cozy country cottage in horse country ,private 1 hour toNYC
9.69.6 out of 10 rating
Exceptional
(31 reviews)
Cozy country cottage in horse country ,private 1 hour toNYC
South Salem, NY
8% off
Price is NZ$2,926
NZ$2,926
NZ$418 per night
includes taxes & fees
Image gallery for Rowayton House Close To Town
9.89.8 out of 10 rating
Exceptional
(41 reviews)
Rowayton House Close To Town
Norwalk, CT
8% off
Price is NZ$12,243
NZ$12,243
NZ$1,749 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Westport Country Playhouse
Luxury Designer 2 bedroom+office/3bed vacation home.
Sleeps 5 · 3 bedrooms · 1 bathroom
9.49.4 out of 10
Exceptionalexceptional
18 reviews(18 reviews)
Business or Weekend escape
Sleeps 4 · 1 bedroom · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
37 reviews(37 reviews)
DUNE Fairfield Beach
Sleeps 2 · 1 bedroom
9.09.0 out of 10
Wonderfulwonderful
55 reviews(55 reviews)
Riverfront Weston Home-1 Hr to NYC.Easy access to restaurants, I-95 & Parkway
Sleeps 6 · 2 bedrooms · 1+ bathroom
6.86.8 out of 10
5 reviews(5 reviews)
Stamford Suites
Sleeps 4 · 1 bedroom
5.65.6 out of 10
39 reviews(39 reviews)
Guesthouse at Norwalk Inn
Sleeps 2 · 1 bedroom
8.48.4 out of 10
Very goodvery good
39 reviews(39 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