Holiday rentals near Cummings Park
We found 286 holiday rentals — enter your dates for availability
Scroll through and discover private holiday rentals close to Cummings Park that provide the perfect home base for your trip. Whether you're travelling with a group or just with your pet, holiday rentals have the best amenities for spending time at your holiday home, which might include Wi-Fi and a washer and dryer. You'll be able to choose a property to rent that has what everyone needs, including places that are non-smoking or accessible.
Holiday rentals with weekly discounts - Cummings Park
Showing deals for:7 Nov - 14 Nov
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$24,488
NZ$24,488
NZ$3,498 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 NZ$6,329
NZ$6,329
NZ$904 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 NZ$9,936
NZ$9,936
NZ$1,419 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$3,518
NZ$3,518
NZ$503 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 NZ$4,853
NZ$4,853
NZ$693 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 NZ$4,973
NZ$4,973
NZ$710 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 NZ$3,626
NZ$3,626
NZ$518 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 NZ$3,928
NZ$3,928
NZ$561 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 NZ$7,862
NZ$7,862
NZ$1,123 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, CT
6% off
Price is NZ$12,839
NZ$12,839
NZ$1,834 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$3,964
NZ$3,964
NZ$566 per night
includes taxes & fees
Image gallery for ❤️High-Line Harbor Pad 2 BDTrain🚊Harbor Point Access 40 Minutes to NYC
9.29.2 out of 10 rating
Wonderful
(5 reviews)
❤️High-Line Harbor Pad 2 BDTrain🚊Harbor Point Access 40 Minutes to NYC
Stamford, CT
7% off
Price is NZ$2,138
NZ$2,138
NZ$305 per night
includes taxes & fees
Image gallery for Rowayton - Close To Town, Park & Beach
1010 out of 10 rating
Exceptional
(9 reviews)
Rowayton - Close To Town, Park & Beach
Norwalk, CT
8% off
Price is NZ$9,144
NZ$9,144
NZ$1,306 per night
includes taxes & fees
Image gallery for Serene upstairs apt. Walk to town, train, & beach ferry!
9.89.8 out of 10 rating
Exceptional
(11 reviews)
Serene upstairs apt. Walk to town, train, & beach ferry!
Greenwich, CT
8% off
Price is NZ$4,986
NZ$4,986
NZ$712 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 NZ$1,929
NZ$1,929
NZ$276 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, CT
8% off
Price is NZ$10,329
NZ$10,329
NZ$1,476 per night
includes taxes & fees
Image gallery for <br>❤️High-Line Harbor Flat 2 BD | Train🚊 | Harbor Point Access | 40 Minutes to NYC🗽
8.68.6 out of 10 rating
Excellent
(12 reviews)
<br>❤️High-Line Harbor Flat 2 BD | Train🚊 | Harbor Point Access | 40 Minutes to NYC🗽
Stamford, CT
7% off
Price is NZ$1,984
NZ$1,984
NZ$283 per night
includes taxes & fees
Image gallery for 2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.
9.09.0 out of 10 rating
Wonderful
(7 reviews)
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.
Greenwich, CT
8% off
Price is NZ$2,478
NZ$2,478
NZ$354 per night
includes taxes & fees
Image gallery for Beautiful 2BR apt in Beach community, close to train and hwys! Only 1hr to NYC!
9.49.4 out of 10 rating
Exceptional
(6 reviews)
Beautiful 2BR apt in Beach community, close to train and hwys! Only 1hr to NYC!
Norwalk, CT
8% off
Price is NZ$3,761
NZ$3,761
NZ$537 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
11% off
Price is NZ$10,540
NZ$10,540
NZ$1,506 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Cummings Park
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