Holiday homes & B&B in Long Island
Choose the right place for you
FACILITIES
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Wi-Fi
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Non Smoking Only
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Pets Allowed
REVIEWS
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9+ Exceptional
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8+ Fabulous
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7+ Very Good
Holiday rental deals in Long Island
We have selected the best vacation rentals in Long Island. Save money with Bluepillow by comparing the best deals from major travel websites in Long Island
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Long Island - United States
Tiny Lakefront Cottage!
- 2 Guests 1Bedroom
9.6 Exceptional (86)Located in Middlefield, this apartment is on the waterfront. Powder Ridge Mountain Park and Resort and Lyman Meadow Golf Club are worth checking out if an activity is on the agenda, while those wishing ... -
Long Island - United States
Getaway Suite - Near QU, Yale and New Haven
- 6 Guests 2Bedrooms
10 Exceptional (3)This apartment is located in Hamden. Eli Whitney Museum and Putnam Cottage Museum are cultural highlights, and some of the area's activities can be experienced at Sleeping Giant Golf Course and Laurel ...Check Availability -
Long Island - United States
Spacious Victorian Tower Apartment
- 5 Guests 2Bedrooms
10 Exceptional (3)This apartment is located in Frog Hollow, a neighborhood in Hartford. Museum of Connecticut History and Bushnell Center for the Performing Arts are cultural highlights, and some of the area's activities ...Check Availability -
Long Island - United States
Kasa New Haven | Convenient Location! Step from Yale Campus | Self Check-In
- 4 Guests 1Bedroom
9.6 Exceptional (8)This apartment is located in Downtown New Haven, a neighborhood in New Haven. Harkness Tower and Grove Street Cemetery are local landmarks, and some of the area's attractions include Connecticut Children's ...Check Availability -
Long Island - United States
Beachfront
- 4 Guests 2Bedrooms
10 Exceptional (4)Located in Southold, this apartment is on the beach. Railroad Museum of Long Island and East End Seaport Maritime Museum are local attractions and those in the mood for shopping can visit Harbes Family ... -
Long Island - United States
Walker's Paradise Steps from Greenwich Ave
- 2 Guests 1Bedroom
10 Exceptional (2)This condo is located in Greenwich. Greenwich Avenue and Stamford Town Center are worth checking out if shopping is on the agenda, while those wishing to experience the area's natural beauty can explore ... -
Long Island - United States
Beachfront/Oceanfront unit avalable july
- 3 Guests 2Bedrooms
10 Exceptional (3)Located in Westerly, this condo is on the beach. Babcock-Smith House and Watch Hill Lighthouse are local landmarks, and some of the area's activities can be experienced at Mystic Seaport and Saltwater ... -
Long Island - United States
Snow Birds, Transitions, Travelers, This is it!
- 2 Guests 1Bedroom
9.8 Exceptional (32)This apartment is located in Smithtown. Long Island Museum of American Art, History, and Carriages and West Meadow Beach Historic District are cultural highlights, and some of the area's activities can ... -
Long Island - United States
Cozy Condominium Walking To The Misquamicut Beach.Unit One
- 2 Guests 1Bedroom
10 Exceptional (3)Located in Westerly, this condo is in the city center and near the beach. The area's natural beauty can be seen at Ninigret National Wildlife Refuge and Burlingame State Park, while Babcock-Smith House ... -
Long Island - United States
Private 2br Apt, pet pally, long-term, Events, The Mappist 8
- 8 Guests 2Bedrooms
9.9 Exceptional (24)This apartment is located in Bay Shore. YMCA Boulton Center for the Performing Arts and Bay Shore Historical Society are cultural highlights, and travelers looking to shop may want to visit Tanger Outlets ...Check Availability -
Long Island - United States
*BRAND NEW* Mystic Vacation Suite - You'll Love It!
- 6 Guests 2Bedrooms
6.6 Pleasant (120)Located in Mystic, this apartment is in the city center and on a river. Mystic Seaport and Mystic Downtown Marina are worth checking out if an activity is on the agenda, while those looking for area attractions ... -
Long Island - United States
Modern Studio in Downtown Mystic
- 4 Guests 0Bedroom
9.5 Exceptional (105)Located in Mystic, this apartment is in the city center. Foxwoods Resort Casino and Mystic Seaport - The Museum of America and the Sea are cultural highlights, and some of the area's attractions include ... -
Long Island - United States
Litchfield Hills Hideaway
- 2 Guests 1Bedroom
10 Exceptional (32)This apartment is located in Litchfield. White Memorial Conservation Center and Litchfield Historical Society Museum are cultural highlights, and some of the area's activities can be experienced at Big ... -
Long Island - United States
Spacious Luxury Apt w/ Parking & Gym Downtown at Yale
- 3 Guests 1Bedroom
10 Exceptional (6)This apartment is located in The Hill, a neighborhood in New Haven, and is in the city center. The area's natural beauty can be seen at West Rock Ridge State Park and Quinnipiac River State Park, while ...Check Availability -
Long Island - United States
Kasa New Haven | Lively Neighborhood! Self Check-In + Smart TV | Near Yale
- 4 Guests 1Bedroom
10 Exceptional (1)This apartment is located in Downtown New Haven, a neighborhood in New Haven. The area's natural beauty can be seen at West Rock Ridge State Park and Quinnipiac River State Park, while Shubert Theater ... -
Long Island - United States
Beach side rental booking 2023 : Sea Drift Cottage
- 2 Guests 1Bedroom
10 Exceptional (18)Located in Milford, Beach side rental booking 2023 : Sea Drift Cottage is in the city center. Perry House and Stratford Historical Society Capt David Judson House are local landmarks, and some of the ... -
Long Island - United States
Historic Apartment in Downtown Westport
- 3 Guests 1Bedroom
10 Exceptional (4)Located in Westport, this apartment is in the city center and on a river. Levitt Pavilion and Westport Country Playhouse are cultural highlights, and travelers looking to shop may want to visit Westport ... -
Long Island - United States
Beachy Condo in the Heart of Ocean Bay Park with Gas Grill - Dogs Welcome
- 4 Guests 1Bedroom
8.9 Fabulous (37)Located in Bay Shore, this condo is near the beach. Fire Island Lighthouse and Fire Island Lighthouse are local landmarks, and the area's natural beauty can be seen at Robert Moses State Park and Captree ...Check Availability -
Long Island - United States
Near 5 Major Medical Centers, LIRR, Nautical Mile, Jones Beach, Eisenhower Park
- 4 Guests 2Bedrooms
10 Exceptional (3)This apartment is located in Freeport. Nassau Veterans Memorial Coliseum and Cradle of Aviation Museum are cultural highlights, and some of the area's landmarks include Cathedral of the Incarnation and ...Check Availability -
Long Island - United States
Bright Apartment Along the Mystic River
- 5 Guests 2Bedrooms
9.6 Exceptional (5)This apartment is located on the waterfront and in a walkable area with good shopping. Mystic Seaport and Foxwoods Resort Casino are cultural highlights and Mystic Aquarium and Institute for Exploration ...Check Availability
Save on Bed & Breakfast in Long Island
Are you looking for an accommodation in Long Island and do you want to save money? Choose from 18 Bed & Breakfasts in Long Island
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Long Island - United States
Charming Guest House
- 3 Guests 2Bedrooms
9.6 Exceptional (5)Located on a river, this guesthouse is in North Stamford, a neighborhood in Stamford. Chelsea Piers and Stepping Stones Museum for Children are local attractions and those in the mood for shopping can ... -
Long Island - United States
3BDRM, 1 bathroom In Law Suite w Kitchen, fire pit with large back yard
- 6 Guests 3Bedrooms
9.8 Exceptional (69)Located in Charlestown, this guesthouse is in the city center and near the beach. Babcock-Smith House and Granite Theatre are local landmarks, and some of the area's attractions include Fantastic Umbrella ... -
Long Island - United States
Marina Guest House
- 2 Guests 1Bedroom
10 Exceptional (34)Located in Clinton, this guesthouse is on the waterfront. Adam Stanton House and General Store Museum and Allis-Bushnell House and Museum are local landmarks, and the area's natural beauty can be seen ... -
Long Island - United States
Homestead Inn
- Hotel
9 Exceptional (370)Homestead Inn is situated in New Milford, 8 km from Emmanuel Williamson Park and 8 km from Institute for American Indian Studies. All rooms are equipped with a flat-screen TV. Some units include a seating ... -
Long Island - United States
The Fox and Owl Inn
- 16 Guests 6Bedrooms
9.2 Exceptional (15)Set in Port Jefferson, 36 km from Riverhead, The Fox and Owl Inn offers a shared lounge and free WiFi. The accommodation has a hot tub. ... -
Long Island - United States
Whitehall Mansion
- Hotel
5.4 Pleasant (566)Located 1 miles from Mystic Seaport and 5 minutes’ drive from the downtown area, this bed and breakfast features a fireplace and antique furnishings in each room. Free Wi-Fi is available in public areas. A ... -
Long Island - United States
Maison Vivienne Southampton
- Hotel
4.8 Pleasant (16)Located in Southampton, Maison Vivienne Southampton is in the historical district and near the beach. North Main Street Historic District and Halsey House are local landmarks, and some of the area's activities ...Check Availability -
Long Island - United States
Sunrise Guest House
- Hotel
9.1 Exceptional (292)Offering direct access to the beach, this Montauk bed & breakfast is within 3 mi (5 km) of South Edison Beach and Shadmoor State Park. Ditch Plains Beach and Montauk Downs State Park are also within 6 ...Check Availability -
Long Island - United States
The Farmington Guest House
- 2 Guests 1Bedroom
9.6 Exceptional (15)This guesthouse is located in Farmington. Farmington River and West Hartford Reservoir reflect the area's natural beauty and area attractions include Crystal Bees and Imagine Nation Children's Museum. ...Check Availability -
Long Island - United States
Mystic's Guesthouse in Historic Downtown Waterfront District!
- 2 Guests 1Bedroom
10 Exceptional (353)Located in Mystic, this guesthouse is in the city center and by the sea. Mystic Downtown Marina and Mystic Seaport are worth checking out if an activity is on the agenda, while those wishing to experience ...Check Availability -
Long Island - United States
Elegant Country Estate Guest House
- 4 Guests 1Bedroom
9.6 Exceptional (63)Located in Newtown, this guesthouse is near theme parks and on a lake. Bethel Plaza Shopping Center and Monroe Plaza Shopping Center are worth checking out if shopping is on the agenda, while those wishing ...Check Availability -
Long Island - United States
HAMPTONS ROMANTIC WATERFRONT QUEEN SUITE (also King Suite #1736731)
- 3 Guests 1Bedroom
10 Exceptional (17)Located in Remsenburg, HAMPTONS ROMANTIC WATERFRONT QUEEN SUITE (also King Suite #1736731) is on the waterfront. William Floyd Estate and Calverton National Cemetery are local landmarks, and some of the ...Check Availability -
Long Island - United States
Hamptons Vacation Inn
- Hotel
9 Exceptional (592)Offering an outdoor pool and a tennis court, Hamptons Vacation Inn is located in Hampton Bays halfway between Southampton and Westhampton villages. The beaches along Shinnecock Bay are 5.1 km away. ...Check Availability -
Long Island - United States
Enjoy our Extraordinary, 3-story Carriage House with Fireplace
- 6 Guests 3Bedrooms
10 Exceptional (79)Located in Redding, this guesthouse is in a rural area. Ridgefield Playhouse and Aldrich Contemporary Art Museum are cultural highlights, and some of the area's activities can be experienced at Connecticut ...Check Availability -
Long Island - United States
New Vacation Rental....Welcome to Mystic Memories
- 4 Guests 2Bedrooms
6.6 Pleasant (186)Located in Mystic, this guesthouse is in the city center and near the beach. Williams Beach and Shady Oaks Park reflect the area's natural beauty and area attractions include Mystic Seaport - The Museum ...Check Availability -
Long Island - United States
Entire Guest House at Fox Pond Farm with Access to In ground Pool
- 11 Guests 4Bedrooms
9.4 Exceptional (11)Located in Easton, this guesthouse is on a lake. Bridgeport Downtown South Historic District and Westport Historical Society are local landmarks, and travelers looking to shop may want to visit Monroe ...Check Availability -
Long Island - United States
Villa Machis
- Hotel
9.8 Exceptional (20)A stay at this villa places you in the heart of Sag Harbor, within a 5-minute drive of Elizabeth A. Morton National Wildlife Refuge and The Hamptons Beaches. This villa is 9 mi (14.5 km) from Wolffer ...Check Availability -
Long Island - United States
West Neck Guesthouse
- Hotel
7.4 Very Good (72)Situated in Shelter Island Heights in the New York State region, West Neck Guesthouse features accommodation with free WiFi and free private parking. ...Check Availability
Farmhouse or Hotel? Choose from the best offers
Choose the accommodation tailor-made for you for your next vacation: sleep in a farmhouse or sleep in a hotel?
Long Island and the best offers per the best accommodation
What is the best period with the best offers to stay in Long Island? If you are looking for accommodation in Long Island during the best period without the chaos of mass tourism, the low season month with the best tariffs is in the month of December. The week with the best prices for that month is the week from 12/10 to 12/17.
If instead you are looking for accommodation in Long Island during the high season, to enjoy the destination and it's capacities, the month of September is right for you. The most amount of accommodation available at the most convenient price is during the week that spans from from 9/10 to 9/17.
Long Island is a touristic destination where the accommodation has an average cost of 153 euros per night.
If you have limited time and you love last minute holidays, you can organize a weekend in Long Island and find holiday homes and apartments with great low cost offers particularly in the month of December. The best lowcost weekend is the one that stats from 12/23 to 12/25.
If instead you are planning a medium or long term holiday, the best low cost week is in the month of December from 12/10 to 12/17.