Holiday rentals near Westport Country Playhouse
We found 758 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:18 Jul - 25 Jul
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
(17 reviews)
Fairfield Old Post Road-heated pool & Guest Cottage-walk to NYC train and Beach!
Fairfield, CT
8% off
Price is NZ$21,138
NZ$21,138
NZ$3,020 per night
includes taxes & fees
Image gallery for Spectacular direct waterfront with rooftop hot tub 360 degree views.
9.29.2 out of 10 rating
Wonderful
(11 reviews)
Spectacular direct waterfront with rooftop hot tub 360 degree views.
Fairfield, CT
8% off
Price is NZ$13,772
NZ$13,772
NZ$1,967 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
(28 reviews)
Cozy country cottage in horse country ,private 1 hour toNYC
South Salem, NY
8% off
Price is NZ$3,063
NZ$3,063
NZ$438 per night
includes taxes & fees
Image gallery for Beautiful Waterfront Sunset Beach House Oasis Walk to Village Beaches 1hr NYC
1010 out of 10 rating
Exceptional
(5 reviews)
Beautiful Waterfront Sunset Beach House Oasis Walk to Village Beaches 1hr NYC
Northport, NY
12% off
Price is NZ$10,256
NZ$10,256
NZ$1,465 per night
includes taxes & fees
Image gallery for Stylish Beach Home near Stamford Downtown/Beach
1010 out of 10 rating
Exceptional
(19 reviews)
Stylish Beach Home near Stamford Downtown/Beach
Stamford, Connecticut
8% off
Price is NZ$13,648
NZ$13,648
NZ$1,950 per night
includes taxes & fees
Image gallery for Vrbo Property
9.89.8 out of 10 rating
Exceptional
(7 reviews)
Vrbo Property
Bridgeport, CT
8% off
Price is NZ$7,081
NZ$7,081
NZ$1,012 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 NZ$10,064
NZ$10,064
NZ$1,438 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
8% off
Price is NZ$10,328
NZ$10,328
NZ$1,475 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 NZ$16,899
NZ$16,899
NZ$2,414 per night
includes taxes & fees
Image gallery for Waterfront Luxury with views & pool
9.89.8 out of 10 rating
Exceptional
(10 reviews)
Waterfront Luxury with views & pool
Northport, NY
8% off
Price is NZ$9,864
NZ$9,864
NZ$1,409 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
(15 reviews)
Second floor cottage apartment located in a private community.
Stamford, CT
8% off
Price is NZ$3,583
NZ$3,583
NZ$512 per night
includes taxes & fees
Image gallery for Enjoy the serenity of the countryside at Pleasant Valley Trails - Home & Acres
9.69.6 out of 10 rating
Exceptional
(19 reviews)
Enjoy the serenity of the countryside at Pleasant Valley Trails - Home & Acres
Shelton, CT
10% off
Price is NZ$1,882
NZ$1,882
NZ$269 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
12% off
Price is NZ$11,663
NZ$11,663
NZ$1,666 per night
includes taxes & fees
Image gallery for Escape to 'River Cottage. Ready for hiking, fishing, or a peaceful break?
1010 out of 10 rating
Exceptional
(8 reviews)
Escape to 'River Cottage. Ready for hiking, fishing, or a peaceful break?
Weston, CT
8% off
Price is NZ$5,142
NZ$5,142
NZ$735 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 NZ$3,697
NZ$3,697
NZ$528 per night
includes taxes & fees
Image gallery for Private Renovated Home Convenient to Sacred Heart & Fairfield Universities
1010 out of 10 rating
Exceptional
(26 reviews)
Private Renovated Home Convenient to Sacred Heart & Fairfield Universities
Fairfield, CT
8% off
Price is NZ$6,791
NZ$6,791
NZ$970 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$20,963
NZ$20,963
NZ$2,995 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
8% off
Price is NZ$4,860
NZ$4,860
NZ$694 per night
includes taxes & fees
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 NZ$5,077
NZ$5,077
NZ$725 per night
includes taxes & fees
Image gallery for Centric property close to all the great things in the city
8.28.2 out of 10 rating
Very good
(10 reviews)
Centric property close to all the great things in the city
Bridgeport, CT
12% off
Price is NZ$2,340
NZ$2,340
NZ$334 per night
includes taxes & fees
Image gallery for Historic Hideaway with Lake Access!
9.89.8 out of 10 rating
Exceptional
(16 reviews)
Historic Hideaway with Lake Access!
South Salem, NY
12% off
Price is NZ$6,375
NZ$6,375
NZ$911 per night
includes taxes & fees
Image gallery for Bright Stylish Chic 4BR 4BA Home Pet Friendly!
1010 out of 10 rating
Exceptional
(96 reviews)
Bright Stylish Chic 4BR 4BA Home Pet Friendly!
Stamford, CT
8% off
Price is NZ$8,022
NZ$8,022
NZ$1,146 per night
includes taxes & fees
Image gallery for Cheerful 4 bedrooms residential house.
9.89.8 out of 10 rating
Exceptional
(30 reviews)
Cheerful 4 bedrooms residential house.
Bridgeport, CT
8% off
Price is NZ$4,342
NZ$4,342
NZ$620 per night
includes taxes & fees
Image gallery for Lazy River Escape
8.88.8 out of 10 rating
Excellent
(5 reviews)
Lazy River Escape
Stratford, CT
8% off
Price is NZ$5,237
NZ$5,237
NZ$748 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Westport Country Playhouse
Seaside Serenity: 2B 1B, Patio,Near Beach
Sleeps 6 · 2 bedrooms · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
16 reviews(16 reviews)
Cheerful 4 bedrooms residential house.
Sleeps 8 · 4 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
30 reviews(30 reviews)
Business or Weekend escape
Sleeps 4 · 1 bedroom · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
34 reviews(34 reviews)
Over Sized Colonial on Private Road.
Sleeps 16 · 5 bedrooms · 6+ bathrooms
9.69.6 out of 10
Exceptionalexceptional
39 reviews(39 reviews)
DUNE Fairfield Beach
Sleeps 2 · 1 bedroom
8.88.8 out of 10
Excellentexcellent
52 reviews(52 reviews)
Lakeside luxury: beautiful, relaxing 4 bedroom home
Sleeps 8 · 4 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
19 reviews(19 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