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 AU$11,726
AU$11,726
AU$1,675 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 AU$12,545
AU$12,545
AU$1,792 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 AU$13,346
AU$13,346
AU$1,907 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 AU$14,998
AU$14,998
AU$2,143 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 AU$11,916
AU$11,916
AU$1,702 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 AU$9,763
AU$9,763
AU$1,395 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 AU$11,563
AU$11,563
AU$1,652 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
8% off
Price is AU$7,010
AU$7,010
AU$1,001 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 AU$24,090
AU$24,090
AU$3,441 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 AU$14,903
AU$14,903
AU$2,129 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 AU$9,712
AU$9,712
AU$1,387 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 AU$6,511
AU$6,511
AU$930 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 AU$11,512
AU$11,512
AU$1,645 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 AU$5,531
AU$5,531
AU$790 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 AU$6,677
AU$6,677
AU$954 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 AU$8,904
AU$8,904
AU$1,272 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 AU$10,117
AU$10,117
AU$1,445 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 AU$5,495
AU$5,495
AU$785 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 AU$10,789
AU$10,789
AU$1,541 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 AU$10,670
AU$10,670
AU$1,524 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 AU$5,755
AU$5,755
AU$822 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
8% off
Price is AU$16,699
AU$16,699
AU$2,386 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 AU$6,415
AU$6,415
AU$916 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 AU$11,275
AU$11,275
AU$1,611 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Cabin
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)
Top rated rentals - Stay and Play LLC
Lovely place right on a lake
1010 out of 10
Exceptionalexceptional
76 reviews(76 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