A sunset over a lake surrounded by dense forests and a distant shoreline.

Search Long Island Cottages

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Save instantly and earn perks with One Key
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
24 Jul - 26 Jul
In two months
4 Sept - 6 Sept
In three months
2 Oct - 4 Oct
In four months
30 Oct - 1 Nov

Our top choices for Long Island cottages

House (2 Bedrooms) | Interior

1 Mi to Maine Street! Mcm-style Home in Brunswick

1 Mi to Maine Street! Mcm-style Home in Brunswick
3.0 star property
Brunswick
The price is £219
includes taxes & fees
16 Jul - 17 Jul
1 Mi to Maine Street! Mcm-style Home in Brunswick
Exterior

The Outlet House, Comfortable Cottage

The Outlet House, Comfortable Cottage
Freeport
9.8 out of 10, Exceptional, (58 reviews)
"Awesome place. Thank you for the hospitality!"
United States
Nick F.
The Outlet House, Comfortable Cottage
Exterior

•Tranquil 2BR Summer Home•Steps to Private Beach•

•Tranquil 2BR Summer Home•Steps to Private Beach•
Harpswell
The price is £425
includes taxes & fees
14 Jul - 15 Jul
•Tranquil 2BR Summer Home•Steps to Private Beach•
Dining

Fred Cottage - Spacious retreat on Popham Beach!

Fred Cottage - Spacious retreat on Popham Beach!
Phippsburg
9.6 out of 10, Exceptional, (5 reviews)
"Off the beaten path, easy access to beach and Spinneys"
United States
Sean B.
Fred Cottage - Spacious retreat on Popham Beach!
Exterior

Dog Friendly, Relaxing Cottage Stay • Steps Away from The Beach

Dog Friendly, Relaxing Cottage Stay • Steps Away from The Beach
Old Orchard Beach
9.8 out of 10, Exceptional, (76 reviews)
"Place was great and fenced in backyard for our dog. "
United States
Billy N.
The price is £303
includes taxes & fees
15 Jul - 16 Jul
Dog Friendly, Relaxing Cottage Stay • Steps Away from The Beach
Exterior

Sweet comfy cottage on Small Point Road

Sweet comfy cottage on Small Point Road
Small Point
9.4 out of 10, Exceptional, (3 reviews)
"Lovely home with plenty of space and seating. Not the most comfortable of beds but we enjoyed the space. Perfect location and would love to stay again. "
United States
Liz J.
The price is £416
includes taxes & fees
31 Jul - 1 Aug
Sweet comfy cottage on Small Point Road
Outdoor dining

'Osprey Cottage' South Freeport Home on Casco Bay!

'Osprey Cottage' South Freeport Home on Casco Bay!
Freeport
8.8 out of 10, Excellent, (22 reviews)
"This was an adorable cottage in a picturesque location. The cottage was clean and comfortable, right on the water. Additional friends stayed in the adjacent Heron cottage, and we joined them on the patio for a fire one evening as summer faded to autumn."
United States
John J.
The price is £487
includes taxes & fees
19 Jul - 20 Jul
'Osprey Cottage' South Freeport Home on Casco Bay!
2 bedrooms, iron/ironing board, free WiFi, bed sheets

Renovated 2Bd Cottage 10min walk to Beach.

Renovated 2Bd Cottage 10min walk to Beach.
Old Orchard Beach
7.2 out of 10, Good, (12 reviews)
"Was as advertised."
United States
Andrew H.
The price is £262
includes taxes & fees
12 Jul - 13 Jul
Renovated 2Bd Cottage 10min walk to Beach.
Exterior

Little Miss Cottages - One Bedroom Cottage

Little Miss Cottages - One Bedroom Cottage
Old Orchard Beach
9.0 out of 10, Wonderful, (8 reviews)
"Clean, very good communication with the host."
United States
Brandon F.
The price is £331
includes taxes & fees
9 Jul - 10 Jul
Little Miss Cottages - One Bedroom Cottage
Exterior

Cottages by the Sea #1 by Bayley Vacation Rentals

Cottages by the Sea #1 by Bayley Vacation Rentals
Surfside
10.0 out of 10, Exceptional, (7 reviews)
"Clean place, had everything we needed, and can’t beat the location. Will definitely be back."
United States
Matthew J.
The price is £864
includes taxes & fees
13 Jul - 14 Jul
Cottages by the Sea #1 by Bayley Vacation Rentals
Cottage (2 Bedrooms) | Front of property

'osprey Cottage' South Freeport Home on Casco Bay!

'osprey Cottage' South Freeport Home on Casco Bay!
3.0 star property
Freeport
The price is £460
includes taxes & fees
19 Jul - 20 Jul
'osprey Cottage' South Freeport Home on Casco Bay!
Property grounds

Cheerful 1 bedroom cottage only 50ft from beach

Cheerful 1 bedroom cottage only 50ft from beach
Old Orchard Beach
9.6 out of 10, Exceptional, (5 reviews)
"We loved the area. We loved the cottage feel. We only wished it had bigger fridge and a better cook top. Other then that it was great."
United States
Chris A.
The price is £376
includes taxes & fees
9 Jul - 10 Jul
Cheerful 1 bedroom cottage only 50ft from beach
Interior

Large 2BD cottage 10 min to Pier & Beach Sleeps 6

Large 2BD cottage 10 min to Pier & Beach Sleeps 6
Old Orchard Beach
9.0 out of 10, Wonderful, (40 reviews)
"The location and the space is great!!"
United States
Anonymous traveller
The price is £359
includes taxes & fees
13 Jul - 14 Jul
Large 2BD cottage 10 min to Pier & Beach Sleeps 6
Beach

Updated 2 BD cottage. 10 min walk to Pier & Beach

Updated 2 BD cottage. 10 min walk to Pier & Beach
Old Orchard Beach
8.0 out of 10, Very good, (24 reviews)
"Was the perfect place to unwind. Close enough to walk to beach, restaurants and shops. Enjoyed our stay emensly!"
United States
Maria H.
The price is £296
includes taxes & fees
12 Jul - 13 Jul
Updated 2 BD cottage. 10 min walk to Pier & Beach
Beach nearby

beautiful 1 bedroom cabin only 50 ft from beach

beautiful 1 bedroom cabin only 50 ft from beach
Old Orchard Beach
The price is £432
includes taxes & fees
10 Jul - 11 Jul
beautiful 1 bedroom cabin only 50 ft from beach
Beach nearby

Attractive 1 bedroom cabin only 50 ft from beach

Attractive 1 bedroom cabin only 50 ft from beach
Old Orchard Beach
10.0 out of 10, Exceptional, (2 reviews)
"It was very close to the beach but I would not call it beach view. Having said that it was only a very short walk, 5 minutes. The cabin was perfect for two people and two mid sized dogs. Very clean and well supplied. Will most certainly book again."
United States
Nichole B.
The price is £377
includes taxes & fees
9 Jul - 10 Jul
Attractive 1 bedroom cabin only 50 ft from beach
Exterior

Cottages By The Sea #2 by Bayley Vacation Rentals

Cottages By The Sea #2 by Bayley Vacation Rentals
Surfside
10.0 out of 10, Exceptional, (2 reviews)
"Perfect little getaway."
United States
Tish L.
The price is £743
includes taxes & fees
24 Jul - 25 Jul
Cottages By The Sea #2 by Bayley Vacation Rentals
Exterior

Little Miss Cottages - Two Bedroom Cottage Suite - 9

Little Miss Cottages - Two Bedroom Cottage Suite - 9
Old Orchard Beach
5.0 out of 10, (2 reviews)
"First cottage had a foul smell, but host was able to move us to another cottage. They are tiny but have what is needed. Cottage 7 has a definite slant to the floor. Very close to a uncrowded beach."
United States
April H.
The price is £376
includes taxes & fees
9 Jul - 10 Jul
Little Miss Cottages - Two Bedroom Cottage Suite - 9
Exterior

Adorable 1 bedroom cabin only 50 ft from beach#1

Adorable 1 bedroom cabin only 50 ft from beach#1
Old Orchard Beach
9.8 out of 10, Exceptional, (6 reviews)
"It was the perfect little place to stay for our anniversary!"
United States
Haley W.
The price is £520
includes taxes & fees
6 Aug - 7 Aug
Adorable 1 bedroom cabin only 50 ft from beach#1
Exterior

Spacious 2 bedroom cabin, 50ft from the beach

Spacious 2 bedroom cabin, 50ft from the beach
Old Orchard Beach
8.8 out of 10, Excellent, (3 reviews)
"The amenities were perfect and the communication was excellent!"
United States
Dawn C.
The price is £638
includes taxes & fees
6 Aug - 7 Aug
Spacious 2 bedroom cabin, 50ft from the beach
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Long Island Hotel Reviews

The Westin Portland Harborview

The Westin Portland Harborview

10/10 Excellent
"Great location and stay!"
Ana 2-night trip
Posted 2 hours ago
The Westin Portland Harborview

Find out more about Long Island

Long Island Cottages information

Number of reviews
Accommodation
232 Cottages
Lowest Price
£219
Highest Price
£460

Frequently asked questions

Why book your cottage in Long Island with Expedia?
We think a getaway should be a breeze, so if you're on the lookout for cottages in Long Island at the perfect price, Expedia can help. Save cash and opt for an inexpensive option far away from the downtown buzz, or book an upscale cottage to really spoil your favourite people.
How can I find cheap cottages in Long Island?
With Expedia's handy filter tool, scoring cheap cottages in Long Island is easy. To find stays that'll make your wallet smile, narrow your search by budget, star rating and amenities.