Holiday Homes in Long Island

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Check prices for these dates

In two weeks
27 Feb - 1 Mar
In two months
10 Apr - 12 Apr
In three months
8 May - 10 May
In four months
5 Jun - 7 Jun

Our top choices for Long Island holiday homes

Living area

Escape to Positive Outlook

Escape to Positive Outlook
West Point
10.0 out of 10, Exceptional, (3 reviews)
"The host was welcoming. The home was clean, comfortable and the views were outstanding. "
United States
Rachel K.
The price is NZ$349
includes taxes & fees
23 Feb - 24 Feb
Escape to Positive Outlook
TV, fireplace, books

1 Mi to Maine Street! MCM-Style Home in Brunswick

1 Mi to Maine Street! MCM-Style Home in Brunswick
Brunswick
10.0 out of 10, Exceptional, (2 reviews)
"Good communication with host. Beautifully decorated. Well appointed kitchen and bath. Great wooded views. Quiet but close to restaurants and shopping."
United States
Lecia M.
The price is NZ$382
includes taxes & fees
11 Feb - 12 Feb
1 Mi to Maine Street! MCM-Style Home in Brunswick
3 bedrooms, desk, iron/ironing board, travel cot

3BR Coastal Gem with a 5 Min Drive to Ocean Fun

3BR Coastal Gem with a 5 Min Drive to Ocean Fun
Old Orchard Beach
10.0 out of 10, Exceptional, (6 reviews)
"I loved that the hosts live nearby and responded quickly when we needed anything. Having a washer and dryer onsite is great for longer stays. Beds were comfortable and plenty of blankets and pillows. Highly recommend this property."
United States
Terry
The price is NZ$578
includes taxes & fees
19 Feb - 20 Feb
3BR Coastal Gem with a 5 Min Drive to Ocean Fun
3 bedrooms, WiFi

Fantastic Waterfront Views

Fantastic Waterfront Views
West Point
9.6 out of 10, Exceptional, (15 reviews)
"The location and views were incredible. Quiet and relaxing spot."
United States
Vanessa W.
The price is NZ$454
includes taxes & fees
11 Mar - 12 Mar
Fantastic Waterfront Views
Terrace/patio

Full sized home

Full sized home
Harpswell
9.8 out of 10, Exceptional, (50 reviews)
"Super clean and lovely place to stay! Highly recommend!"
United States
Evan B.
The price is NZ$547
includes taxes & fees
16 Feb - 17 Feb
Full sized home
Interior

Brunswick 3BR Bungalow By Bowdoin With Fenced-In Backyard

Brunswick 3BR Bungalow By Bowdoin With Fenced-In Backyard
Brunswick
10.0 out of 10, Exceptional, (1 review)
"This house was clean and just as described! Close to campus and downtown. Our host was responsive and very helpful!"
United States
Erin B.
The price is NZ$719
includes taxes & fees
16 Feb - 17 Feb
Brunswick 3BR Bungalow By Bowdoin With Fenced-In Backyard
Interior

Modern Getaway by the Sea

Modern Getaway by the Sea
South Portland
10.0 out of 10, Exceptional, (2 reviews)
"Had a nice stay! House was great."
United States
Karen T.
The price is NZ$625
includes taxes & fees
11 Feb - 12 Feb
Modern Getaway by the Sea
Beach nearby, sun-loungers, beach towels

Beach House ∆ Prime Location ∆ Steps to the Ocean

Beach House ∆ Prime Location ∆ Steps to the Ocean
Old Orchard Beach
10.0 out of 10, Exceptional, (56 reviews)
"House was very nice, plenty of room, and accommodating."
United States
Joey S.
The price is NZ$788
includes taxes & fees
17 Feb - 18 Feb
Beach House ∆ Prime Location ∆ Steps to the Ocean
Outdoor dining

Modern & Sunny House Steps from the Promenade. Private Parking!

Modern & Sunny House Steps from the Promenade. Private Parking!
Munjoy Hill
10.0 out of 10, Exceptional, (38 reviews)
"Perfect stay for a quick trip to Portland! "
United States
stacey p.
The price is NZ$540
includes taxes & fees
11 Feb - 12 Feb
Modern & Sunny House Steps from the Promenade. Private Parking!
Exterior

The 87th Townhome - Local Landmark

The 87th Townhome - Local Landmark
West End
8.8 out of 10, Excellent, (3 reviews)
"Great location"
United States
Mark J.
The price is NZ$573
includes taxes & fees
11 Feb - 12 Feb
The 87th Townhome - Local Landmark
Interior

Private Home w/ Office Year Round in town Brunswick next to Bowdoin

Private Home w/ Office Year Round in town Brunswick next to Bowdoin
Brunswick
9.0 out of 10, Wonderful, (25 reviews)
"Great host communication, arrival and access were easy, house was very clean and comfortable. Will definitely stay again and recommend to fellow Bowdoin families. House is in a great family neighborhood- enjoyed seeing how creative neighbors were with Halloween- would be a great place for kids! Close to town, Bowdoin and so much midcoast has to offer and explore! Thank you!"
United States
Alison O.
The price is NZ$632
includes taxes & fees
11 Feb - 12 Feb
Private Home w/ Office Year Round in town Brunswick next to Bowdoin
Property grounds

Maine Oceanfront Retreat

Maine Oceanfront Retreat
Brunswick
10.0 out of 10, Exceptional, (1 review)
"Gorgeous views house is extremely well equipped "
United States
Cary C.
The price is NZ$1,762
includes taxes & fees
11 Feb - 12 Feb
Maine Oceanfront Retreat
Fridge, microwave, oven, dishwasher

NEW! Gray Woodland Escape | Golf, Pool & Cinema

NEW! Gray Woodland Escape | Golf, Pool & Cinema
Gray
10.0 out of 10, Exceptional, (1 review)
The price is NZ$1,498
includes taxes & fees
15 Feb - 16 Feb
NEW! Gray Woodland Escape | Golf, Pool & Cinema
Exterior

Willard Square Family Home

Willard Square Family Home
Willard Beach
9.6 out of 10, Exceptional, (9 reviews)
"Thoroughly enjoyed this house! "
United States
David W.
The price is NZ$885
includes taxes & fees
11 Feb - 12 Feb
Willard Square Family Home
Interior

1200 sq ft ♦ West End Townhouse ♦ Perfect Location

1200 sq ft ♦ West End Townhouse ♦ Perfect Location
West End
8.4 out of 10, Very good, (58 reviews)
"Quiet, close to everything and east to find."
United States
Jesse M.
The price is NZ$498
includes taxes & fees
11 Feb - 12 Feb
1200 sq ft ♦ West End Townhouse ♦ Perfect Location
1 bedroom, Internet, bed sheets

Charming 1-bedroom ADU in wonderful Portland neighborhood

Charming 1-bedroom ADU in wonderful Portland neighborhood
Back Cove
The price is NZ$456
includes taxes & fees
11 Feb - 12 Feb
Charming 1-bedroom ADU in wonderful Portland neighborhood
Living area

The Eagle's Nest ♦ Rooftop Deck ♦ Close to Beach

The Eagle's Nest ♦ Rooftop Deck ♦ Close to Beach
Old Orchard Beach
9.4 out of 10, Exceptional, (15 reviews)
"Awesome place lots of room very much enjoyed "
United States
Anthony M.
The price is NZ$863
includes taxes & fees
16 Feb - 17 Feb
The Eagle's Nest ♦ Rooftop Deck ♦ Close to Beach
TV, offices

Modern Lakeview Escape | 3BR/2BA

Modern Lakeview Escape | 3BR/2BA
Windham
The price is NZ$1,108
includes taxes & fees
11 Feb - 12 Feb
Modern Lakeview Escape | 3BR/2BA
Exterior

Huge Historic Downtown Townhome

Huge Historic Downtown Townhome
West End
9.8 out of 10, Exceptional, (8 reviews)
"The house is so charming and in an excellent location! It is walking distance to many options, on a quiet, beautiful street with comfortable beds and a well appointed kitchen. Easy booking and communication throughout! "
United States
Siobhain C.
The price is NZ$824
includes taxes & fees
11 Mar - 12 Mar
Huge Historic Downtown Townhome
Property grounds

Modern Cottage with Peeks of Ocean Views

Modern Cottage with Peeks of Ocean Views
Cape Elizabeth
10.0 out of 10, Exceptional, (1 review)
"Very cute property, perfect location! Had every amenity we could possibly need. The home was decorated so cutely and the shower was AMAZING! I’m coming back just for the shower! "
United States
Christina S.
The price is NZ$714
includes taxes & fees
12 Feb - 13 Feb
Modern Cottage with Peeks of Ocean Views
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Long Island Hotel Reviews

Canopy by Hilton Portland Waterfront

Canopy by Hilton Portland Waterfront

10/10 Excellent
"Everyone was very helpful from the front desk to valet. Great stay!"
Julie 1-night trip
Posted 2 days ago
Canopy by Hilton Portland Waterfront

Find out more about Long Island

Long Island Holiday Homes information

Number of reviews
284
Accommodation
647 Holiday Homes
Lowest Price
NZ$454
Highest Price
NZ$1,762