Holiday rentals near Stay and Play LLC
We found 1,211 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:1 Aug - 8 Aug
Image gallery for Great Location!! Walk to Town & Train!!
1010 out of 10 rating
Exceptional
(32 reviews)
Great Location!! Walk to Town & Train!!
Southold, NY
19% off
Price is NZ$6,600
NZ$6,600
NZ$943 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$27,653
NZ$27,653
NZ$3,950 per night
includes taxes & fees
Image gallery for Beach/Waterfront 7.2 ac Estate with Dockage -40 ft
1010 out of 10 rating
Exceptional
(38 reviews)
Beach/Waterfront 7.2 ac Estate with Dockage -40 ft
Greenport, NY
8% off
Price is NZ$21,609
NZ$21,609
NZ$3,087 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$13,066
NZ$13,066
NZ$1,867 per night
includes taxes & fees
Image gallery for HEATED POOL waterfront HOT TUB, GYM, Watersports, BOATER DELIGHT luxury modern
9.89.8 out of 10 rating
Exceptional
(9 reviews)
HEATED POOL waterfront HOT TUB, GYM, Watersports, BOATER DELIGHT luxury modern
Southold, NY
8% off
Price is NZ$39,853
NZ$39,853
NZ$5,693 per night
includes taxes & fees
Image gallery for RIVERVIEW VILLA AT OCEAN BEACH: 5 QUEEN BEDS
9.69.6 out of 10 rating
Exceptional
(27 reviews)
RIVERVIEW VILLA AT OCEAN BEACH: 5 QUEEN BEDS
New London, CT
8% off
Price is NZ$8,111
NZ$8,111
NZ$1,159 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
16% off
Price is NZ$16,524
NZ$16,524
NZ$2,361 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
15% off
Price is NZ$11,696
NZ$11,696
NZ$1,671 per night
includes taxes & fees
Image gallery for Historic 2-bedroom upstairs apartment close to beaches, town and vineyards.
9.49.4 out of 10 rating
Exceptional
(13 reviews)
Historic 2-bedroom upstairs apartment close to beaches, town and vineyards.
Southold, NY
8% off
Price is NZ$6,786
NZ$6,786
NZ$969 per night
includes taxes & fees
Image gallery for Newly renovated North Fork beach house! 5 mins from the beach w/ new game room
9.69.6 out of 10 rating
Exceptional
(25 reviews)
Newly renovated North Fork beach house! 5 mins from the beach w/ new game room
Cutchogue, NY
8% off
Price is NZ$7,152
NZ$7,152
NZ$1,022 per night
includes taxes & fees
Image gallery for Relax in this light-filled home, steps from the beach and a short walk to town!
1010 out of 10 rating
Exceptional
(71 reviews)
Relax in this light-filled home, steps from the beach and a short walk to town!
Greenport, NY
8% off
Price is NZ$12,733
NZ$12,733
NZ$1,819 per night
includes taxes & fees
Image gallery for Cute Cottage Apartment Near town, beaches and vineyards (WBH)
9.69.6 out of 10 rating
Exceptional
(26 reviews)
Cute Cottage Apartment Near town, beaches and vineyards (WBH)
Southold, NY
8% off
Price is NZ$6,786
NZ$6,786
NZ$969 per night
includes taxes & fees
Image gallery for 2 Bedroom Apartment in Historic Home with private yard (WBH)
9.69.6 out of 10 rating
Exceptional
(37 reviews)
2 Bedroom Apartment in Historic Home with private yard (WBH)
Southold, NY
12% off
Price is NZ$6,500
NZ$6,500
NZ$929 per night
includes taxes & fees
Image gallery for OASIS @ OCEAN BEACH PARK: 6 QUEEN BEDS
9.69.6 out of 10 rating
Exceptional
(23 reviews)
OASIS @ OCEAN BEACH PARK: 6 QUEEN BEDS
New London, CT
8% off
Price is NZ$10,540
NZ$10,540
NZ$1,506 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 NZ$11,469
NZ$11,469
NZ$1,638 per night
includes taxes & fees
Image gallery for Cozy Garden Apartment Along Guilford’s Shoreline
1010 out of 10 rating
Exceptional
(11 reviews)
Cozy Garden Apartment Along Guilford’s Shoreline
Guilford, CT
8% off
Price is NZ$3,175
NZ$3,175
NZ$454 per night
includes taxes & fees
Image gallery for Waterfront Goodspeed airport 2-bedroom house with AC, WiFi
8.48.4 out of 10 rating
Very good
(5 reviews)
Waterfront Goodspeed airport 2-bedroom house with AC, WiFi
East Haddam, CT
9% off
Price is NZ$5,359
NZ$5,359
NZ$766 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$19,033
NZ$19,033
NZ$2,719 per night
includes taxes & fees
Image gallery for The Millhouse Downtown Chester
9.89.8 out of 10 rating
Exceptional
(18 reviews)
The Millhouse Downtown Chester
Chester, CT
8% off
Price is NZ$4,625
NZ$4,625
NZ$661 per night
includes taxes & fees
Image gallery for Ludington House, Historic CT Shoreline Mansion filled with luxury and antiques
1010 out of 10 rating
Exceptional
(10 reviews)
Ludington House, Historic CT Shoreline Mansion filled with luxury and antiques
Old Lyme, CT
8% off
Price is NZ$27,447
NZ$27,447
NZ$3,921 per night
includes taxes & fees
Image gallery for 1930s Waterfront Cottage on Tuttle's Point
9.89.8 out of 10 rating
Exceptional
(28 reviews)
1930s Waterfront Cottage on Tuttle's Point
Guilford, CT
7% off
Price is NZ$7,713
NZ$7,713
NZ$1,102 per night
includes taxes & fees
Image gallery for Newly renovated w/ Brand new kitchen and updated living room with more windows!
9.49.4 out of 10 rating
Exceptional
(9 reviews)
Newly renovated w/ Brand new kitchen and updated living room with more windows!
Guilford, CT
8% off
Price is NZ$7,815
NZ$7,815
NZ$1,116 per night
includes taxes & fees
Image gallery for Cottage at the Marina
1010 out of 10 rating
Exceptional
(36 reviews)
Cottage at the Marina
Clinton, CT
8% off
Price is NZ$2,616
NZ$2,616
NZ$374 per night
includes taxes & fees
Image gallery for Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office
1010 out of 10 rating
Exceptional
(16 reviews)
Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office
Greenport, NY
8% off
Price is NZ$8,114
NZ$8,114
NZ$1,159 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
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
187 reviews(187 reviews)
Saybrook Point Cottage - Charming and Private
Sleeps 2 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
124 reviews(124 reviews)
adorable ranch in beach community
Sleeps 4 · 3 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
44 reviews(44 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
32 reviews(32 reviews)
Charming New Beach Cottage
Sleeps 6 · 2 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
27 reviews(27 reviews)
⚓Capt Nathaniel Clarke Historic Homestead🤵Weddings👰Reunions❤Magnificent Yard🐕
Sleeps 8 · 5 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
128 reviews(128 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