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Westport long stay rentals
Stay a week, a month or longer in a comfortable place all your own
Featured long stay living spaces - Westport
Properties highly-rated for stays of 28 nights or longer, with space to feel right at home
Showing deals for:29 Dec - 26 Jan
Image gallery for Cheerful 4 bedrooms residential house.
9.89.8 out of 10, Exceptional, (35 reviews)
Exceptional
(35 reviews)
Cheerful 4 bedrooms residential house.
Bridgeport, CT
13% off
Price is AU$11,988
AU$11,988
for 28 nights, 1 home
AU$428 per night
includes taxes & fees
Image gallery for Romantic Riverfront Antique Farmhouse in Historic Aspetuck Corners
9.09.0 out of 10, Wonderful, (16 reviews)
Wonderful
(16 reviews)
Romantic Riverfront Antique Farmhouse in Historic Aspetuck Corners
Easton, CT
16% off
Price is AU$12,289
AU$12,289
for 28 nights, 1 room
AU$439 per night
includes taxes & fees
Image gallery for Escape to 'River Cottage. Ready for hiking, fishing, or a peaceful break?
1010 out of 10, Exceptional, (10 reviews)
Exceptional
(10 reviews)
Escape to 'River Cottage. Ready for hiking, fishing, or a peaceful break?
Weston, CT
10% off
Price is AU$17,961
AU$17,961
for 28 nights, 1 cottage
AU$641 per night
includes taxes & fees
Image gallery for Sweet Studio w/ Lounge & Pool Table
1010 out of 10, Exceptional, (5 reviews)
Exceptional
(5 reviews)
Sweet Studio w/ Lounge & Pool Table
Westport, CT
15% off
Price is AU$7,074
AU$7,074
for 28 nights, 1 apartment
AU$253 per night
includes taxes & fees
Image gallery for OCEAN COAST LUXURY BEACH HOUSE / ACROSS THE ROAD FROM THE BEACH, 45 MIN TO NYC
9.89.8 out of 10, Exceptional, (22 reviews)
Exceptional
(22 reviews)
OCEAN COAST LUXURY BEACH HOUSE / ACROSS THE ROAD FROM THE BEACH, 45 MIN TO NYC
Stamford, CT
54% off
Price is AU$13,475
AU$13,475
for 28 nights, 1 home
AU$481 per night
includes taxes & fees
Image gallery for Spacious 5-bedroom house with a fun-filled game room and a fitness room.
1010 out of 10, Exceptional, (2 reviews)
Exceptional
(2 reviews)
Spacious 5-bedroom house with a fun-filled game room and a fitness room.
Stratford, CT
8% off
Price is AU$27,647
AU$27,647
for 28 nights, 1 home
AU$987 per night
includes taxes & fees
Image gallery for Charming 2-bedroom house in Bridgeport.Trumbull/Fairfield line with AC, WiFi.
1010 out of 10, Exceptional, (2 reviews)
Exceptional
(2 reviews)
Charming 2-bedroom house in Bridgeport.Trumbull/Fairfield line with AC, WiFi.
Bridgeport, CT
8% off
Price is AU$11,313
AU$11,313
for 28 nights, 1 home
AU$404 per night
includes taxes & fees
Image gallery for Quiet suburban home close to Fairfield beaches and universities
1010 out of 10, Exceptional, (10 reviews)
Exceptional
(10 reviews)
Quiet suburban home close to Fairfield beaches and universities
Fairfield, CT
12% off
Price is AU$11,282
AU$11,282
for 28 nights, 1 home
AU$403 per night
includes taxes & fees
Image gallery for Charming Cottage located on Historic Estate 1 Hour from NYC!
1010 out of 10, Exceptional, (20 reviews)
Exceptional
(20 reviews)
Charming Cottage located on Historic Estate 1 Hour from NYC!
Wilton, CT
10% off
Price is AU$17,274
AU$17,274
for 28 nights, 1 room
AU$617 per night
includes taxes & fees
Image gallery for Modern Luxe 1BR Apt in Downtown Stamford
9.69.6 out of 10, Exceptional, (5 reviews)
Exceptional
(5 reviews)
Modern Luxe 1BR Apt in Downtown Stamford
Stamford, CT
8% off
Price is AU$7,326
AU$7,326
for 28 nights, 1 apartment
AU$262 per night
includes taxes & fees
Image gallery for Beautiful Fairfield Beach Area home, 5 minute walk to beach, town & train
1010 out of 10, Exceptional, (19 reviews)
Exceptional
(19 reviews)
Beautiful Fairfield Beach Area home, 5 minute walk to beach, town & train
Fairfield, CT
8% off
Price is AU$15,926
AU$15,926
for 28 nights, 1 home
AU$569 per night
includes taxes & fees
Image gallery for Luxury Designer 2 bedroom+office/3bed vacation home.
9.49.4 out of 10, Exceptional, (22 reviews)
Exceptional
(22 reviews)
Luxury Designer 2 bedroom+office/3bed vacation home.
Bridgeport, CT
12% off
Price is AU$9,200
AU$9,200
for 28 nights, 1 apartment
AU$329 per night
includes taxes & fees
Image gallery for Orange & Groovy Stylish Amphitheater, Park, Metro North, Ferry All 2-10min walk
8.68.6 out of 10, Excellent, (4 reviews)
Excellent
(4 reviews)
Orange & Groovy Stylish Amphitheater, Park, Metro North, Ferry All 2-10min walk
Bridgeport, CT
12% off
Price is AU$6,359
AU$6,359
for 28 nights, 1 apartment
AU$227 per night
includes taxes & fees
Image gallery for The B&W Haven 5BR Home with yard theater + Office
9.29.2 out of 10, Wonderful, (7 reviews)
Wonderful
(7 reviews)
The B&W Haven 5BR Home with yard theater + Office
Bridgeport, CT
8% off
Price is AU$16,866
AU$16,866
for 28 nights, 1 home
AU$602 per night
includes taxes & fees
Image gallery for Serenity Haven: A Modern Retreat
1010 out of 10, Exceptional, (2 reviews)
Exceptional
(2 reviews)
Serenity Haven: A Modern Retreat
Monroe, CT
8% off
Price is AU$9,888
AU$9,888
for 28 nights, 1 home
AU$353 per night
includes taxes & fees
Image gallery for Westport "Gold Coast" across from Southport beach
1010 out of 10, Exceptional, (94 reviews)
Exceptional
(94 reviews)
Westport "Gold Coast" across from Southport beach
Southport, CT
8% off
Price is AU$11,276
AU$11,276
for 28 nights, 1 cottage
AU$403 per night
includes taxes & fees
Image gallery for Soothing Carriage House with Hot Tub in charming Stratford
1010 out of 10, Exceptional, (5 reviews)
Exceptional
(5 reviews)
Soothing Carriage House with Hot Tub in charming Stratford
Stratford, CT
8% off
Price is AU$11,966
AU$11,966
for 28 nights, 1 home
AU$427 per night
includes taxes & fees
Image gallery for Lake house cozy to relax with a family. 6 bedroom very spacious house.
1010 out of 10, Exceptional, (4 reviews)
Exceptional
(4 reviews)
Lake house cozy to relax with a family. 6 bedroom very spacious house.
Trumbull, CT
8% off
Price is AU$40,051
AU$40,051
for 28 nights, 1 home
AU$1,430 per night
includes taxes & fees
Image gallery for Business or Weekend escape
9.29.2 out of 10, Wonderful, (46 reviews)
Wonderful
(46 reviews)
Business or Weekend escape
Stratford, CT
10% off
Price is AU$5,136
AU$5,136
for 28 nights, 1 home
AU$183 per night
includes taxes & fees
Image gallery for ❤️High-Line Harbor Pad 2 BDTrain🚊Harbor Point Access 40 Minutes to NYC
9.09.0 out of 10, Wonderful, (6 reviews)
Wonderful
(6 reviews)
❤️High-Line Harbor Pad 2 BDTrain🚊Harbor Point Access 40 Minutes to NYC
Stamford, CT
8% off
Price is AU$6,896
AU$6,896
for 28 nights, 1 apartment
AU$246 per night
includes taxes & fees
Image gallery for New Beach Home near Stamford Downtown/Shippan
1010 out of 10, Exceptional, (21 reviews)
Exceptional
(21 reviews)
New Beach Home near Stamford Downtown/Shippan
Stamford, CT
18% off
Price is AU$32,475
AU$32,475
for 28 nights, 1 home
AU$1,160 per night
includes taxes & fees
Image gallery for Summer estate close to NY, NJ, MA w heated pool sleeps 16+
1010 out of 10, Exceptional, (27 reviews)
Exceptional
(27 reviews)
Summer estate close to NY, NJ, MA w heated pool sleeps 16+
Fairfield, CT
8% off
Price is AU$145,136
AU$145,136
for 28 nights, 1 home
AU$5,183 per night
includes taxes & fees
Image gallery for Cozy Condo by Fairfield U/SHU_Patio_Washer/Dryer
8.88.8 out of 10, Excellent, (8 reviews)
Excellent
(8 reviews)
Cozy Condo by Fairfield U/SHU_Patio_Washer/Dryer
Fairfield, CT
21% off
Price is AU$11,881
AU$11,881
for 28 nights, 1 apartment
AU$424 per night
includes taxes & fees
Image gallery for The Season’s Luxe King Bed Pad, Center of Stamford
9.49.4 out of 10, Exceptional, (3 reviews)
Exceptional
(3 reviews)
The Season’s Luxe King Bed Pad, Center of Stamford
Stamford, CT
8% off
Price is AU$6,186
AU$6,186
for 28 nights, 1 apartment
AU$221 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