Holiday rentals near Stay and Play LLC
We found 1,228 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals within easy reach of Stay and Play LLC that provide the perfect home base for your trip. Whether you're travelling with a group or just with your pet, holiday homes have the best amenities for spending time at your holiday home, including Wi-Fi and parking. What you'll find is a property to rent for everyone's needs, including options that are accessible or non-smoking.
Holiday rentals with weekly discounts - Stay and Play LLC
Showing deals for:19 Sept - 26 Sept
Image gallery for Perfect Waterfront Family Vacation Home next to the best vineyards in NY!
1010 out of 10 rating
Exceptional
(33 reviews)
Perfect Waterfront Family Vacation Home next to the best vineyards in NY!
Southold, NY
8% off
Price is NZ$13,068
NZ$13,068
NZ$1,867 per night
includes taxes & fees
Image gallery for Stunning, modern home with all new baths and heated Gunite pool near Wades Beach
1010 out of 10 rating
Exceptional
(29 reviews)
Stunning, modern home with all new baths and heated Gunite pool near Wades Beach
Shelter Island, NY
8% off
Price is NZ$13,933
NZ$13,933
NZ$1,990 per night
includes taxes & fees
Image gallery for Unique Southold waterfront luxury home with heated pool on Long Creek
9.69.6 out of 10 rating
Exceptional
(17 reviews)
Unique Southold waterfront luxury home with heated pool on Long Creek
Southold, NY
8% off
Price is NZ$14,777
NZ$14,777
NZ$2,111 per night
includes taxes & fees
Image gallery for Bohemian Old Life Saving Station with Beach & Pool
1010 out of 10 rating
Exceptional
(32 reviews)
Bohemian Old Life Saving Station with Beach & Pool
East Marion, NY
8% off
Price is NZ$16,943
NZ$16,943
NZ$2,420 per night
includes taxes & fees
Image gallery for Historic Luxurious Captains Home- Greenport Village, wineries,golf, beach
1010 out of 10 rating
Exceptional
(33 reviews)
Historic Luxurious Captains Home- Greenport Village, wineries,golf, beach
Greenport, NY
12% off
Price is NZ$13,269
NZ$13,269
NZ$1,896 per night
includes taxes & fees
Image gallery for Large, Comfortable Beach House with Shared Private Beach and Stunning Views
9.89.8 out of 10 rating
Exceptional
(17 reviews)
Large, Comfortable Beach House with Shared Private Beach and Stunning Views
Westbrook, CT
8% off
Price is NZ$10,474
NZ$10,474
NZ$1,496 per night
includes taxes & fees
Image gallery for NEW VICTORIAN GEM IN GREENPORT
9.89.8 out of 10 rating
Exceptional
(10 reviews)
NEW VICTORIAN GEM IN GREENPORT
Greenport, NY
7% off
Price is NZ$12,899
NZ$12,899
NZ$1,843 per night
includes taxes & fees
Image gallery for Private Getaway - corner Home with rights to private beach - Tip of North Fork
9.89.8 out of 10 rating
Exceptional
(28 reviews)
Private Getaway - corner Home with rights to private beach - Tip of North Fork
Orient, NY
7% off
Price is NZ$7,742
NZ$7,742
NZ$1,106 per night
includes taxes & fees
Image gallery for Beachfront Heated Pool Hot Tub Orient Village Modern Dream Home
9.49.4 out of 10 rating
Exceptional
(6 reviews)
Beachfront Heated Pool Hot Tub Orient Village Modern Dream Home
Orient, NY
8% off
Price is NZ$27,299
NZ$27,299
NZ$3,900 per night
includes taxes & fees
Image gallery for Orient Point Family Waterfront Home
9.69.6 out of 10 rating
Exceptional
(20 reviews)
Orient Point Family Waterfront Home
Orient, NY
8% off
Price is NZ$16,836
NZ$16,836
NZ$2,405 per night
includes taxes & fees
Image gallery for 4 BED/2 BATH -STEPS FROM PRIVATE BEACH: OLD COLONY
9.69.6 out of 10 rating
Exceptional
(8 reviews)
4 BED/2 BATH -STEPS FROM PRIVATE BEACH: OLD COLONY
Old Lyme, CT
8% off
Price is NZ$7,023
NZ$7,023
NZ$1,003 per night
includes taxes & fees
Image gallery for Lagoon Lodge: North Fork, Charming 3Br, Waterfront
9.89.8 out of 10 rating
Exceptional
(8 reviews)
Lagoon Lodge: North Fork, Charming 3Br, Waterfront
East Marion, New York
7% off
Price is NZ$10,437
NZ$10,437
NZ$1,491 per night
includes taxes & fees
Image gallery for Newly renovated! Shelter Island Gem, 3 blocks from Sunset Beach
9.89.8 out of 10 rating
Exceptional
(16 reviews)
Newly renovated! Shelter Island Gem, 3 blocks from Sunset Beach
Shelter Island Heights, NY
8% off
Price is NZ$12,847
NZ$12,847
NZ$1,835 per night
includes taxes & fees
Image gallery for Private Beach Front Victorian Home
1010 out of 10 rating
Exceptional
(28 reviews)
Private Beach Front Victorian Home
Niantic, CT
8% off
Price is NZ$9,565
NZ$9,565
NZ$1,366 per night
includes taxes & fees
Image gallery for SPRING DISCOUNT - COTTAGE ON LONG ISLAND SOUND, PRIVATE BEACH, GLORIOUS SUNSETS
1010 out of 10 rating
Exceptional
(8 reviews)
SPRING DISCOUNT - COTTAGE ON LONG ISLAND SOUND, PRIVATE BEACH, GLORIOUS SUNSETS
Southold, NY
8% off
Price is NZ$5,986
NZ$5,986
NZ$855 per night
includes taxes & fees
Image gallery for Contemporary near Wade's Beach - 10 min drive to Sunset Beach/Shelter Island Hts
1010 out of 10 rating
Exceptional
(8 reviews)
Contemporary near Wade's Beach - 10 min drive to Sunset Beach/Shelter Island Hts
Shelter Island, NY
7% off
Price is NZ$7,196
NZ$7,196
NZ$1,028 per night
includes taxes & fees
Image gallery for Cheerful 3bd Cape yards from beach/ river access
1010 out of 10 rating
Exceptional
(5 reviews)
Cheerful 3bd Cape yards from beach/ river access
Waterford, CT
8% off
Price is NZ$5,946
NZ$5,946
NZ$849 per night
includes taxes & fees
Image gallery for Gorgeous Historical 6 bdrm House close to vineyards and breweries,
1010 out of 10 rating
Exceptional
(32 reviews)
Gorgeous Historical 6 bdrm House close to vineyards and breweries,
Peconic, NY
16% off
Price is NZ$10,835
NZ$10,835
NZ$1,548 per night
includes taxes & fees
Image gallery for Charming New Beach Cottage
9.89.8 out of 10 rating
Exceptional
(28 reviews)
Charming New Beach Cottage
Westbrook, CT
8% off
Price is NZ$6,921
NZ$6,921
NZ$989 per night
includes taxes & fees
Image gallery for Waterfront House With Dock And Private Beach
1010 out of 10 rating
Exceptional
(19 reviews)
Waterfront House With Dock And Private Beach
Shelter Island, NY
8% off
Price is NZ$12,087
NZ$12,087
NZ$1,727 per night
includes taxes & fees
Image gallery for Amazing 11 Bedroom 15 Bathroom Mansion Close to Beaches
1010 out of 10 rating
Exceptional
(5 reviews)
Amazing 11 Bedroom 15 Bathroom Mansion Close to Beaches
Killingworth, CT
7% off
Price is NZ$18,789
NZ$18,789
NZ$2,684 per night
includes taxes & fees
Image gallery for New 4 Bedroom Greenport House Sleeps 10, walkable to beach& town. No car needed
1010 out of 10 rating
Exceptional
(26 reviews)
New 4 Bedroom Greenport House Sleeps 10, walkable to beach& town. No car needed
Greenport, NY
8% off
Price is NZ$11,421
NZ$11,421
NZ$1,632 per night
includes taxes & fees
Image gallery for Cozy Shelter Island Cottage, walk to beaches and Mashomack Preserve
9.89.8 out of 10 rating
Exceptional
(29 reviews)
Cozy Shelter Island Cottage, walk to beaches and Mashomack Preserve
Shelter Island, NY
8% off
Price is NZ$6,224
NZ$6,224
NZ$889 per night
includes taxes & fees
Image gallery for Luxury Beach House in Giants Neck Beach - Perfect for Large Families!
1010 out of 10 rating
Exceptional
(5 reviews)
Luxury Beach House in Giants Neck Beach - Perfect for Large Families!
Niantic, CT
8% off
Price is NZ$12,560
NZ$12,560
NZ$1,794 per night
includes taxes & fees
Find spaces that suit your style
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Condo/Apartment
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Cottage
Villa
Chalet
Find the best place to stay - Stay and Play LLC
adorable ranch in beach community
Sleeps 4 · 3 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
44 reviews(44 reviews)
Saybrook Point Cottage - Charming and Private
Sleeps 2 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
125 reviews(125 reviews)
Charming New Beach Cottage
Sleeps 6 · 2 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
28 reviews(28 reviews)
Beachfront Classic New England Home With Direct Views Of Long Island Sound
Sleeps 12 · 5 bedrooms · 3+ bathrooms
9.89.8 out of 10
Exceptionalexceptional
190 reviews(190 reviews)
Amazing 11 Bedroom 15 Bathroom Mansion Close to Beaches
Sleeps 24 · 11 bedrooms · 11+ bathrooms
1010 out of 10
Exceptionalexceptional
5 reviews(5 reviews)
Spacious 2 Bedrooms, 1.5 Bath. Laundry, Sleeps up to 8, Walk to beach
Sleeps 8 · 2 bedrooms · 1+ bathroom
8.68.6 out of 10
Excellentexcellent
33 reviews(33 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