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Long Island Holiday Rentals

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Our top choices for Long Island holiday rentals

Fortland Island Campground

Fortland Island Campground
1.0 star property
Portland
10.0 out of 10, Exceptional, (3 reviews)
"It was very quiet and liked the experience of staying in a camp like setting."
United States
leela srinivas
The price is NZ$620
includes taxes & fees
26 July - 27 July
Fortland Island Campground

City Amenities, Casco Bay Sunrises and Natural Beauty

City Amenities, Casco Bay Sunrises and Natural Beauty
East Deering
9.8 out of 10, Exceptional, (130 reviews)
"Wonderful place! Owner very responsible! Would stay again! Great choice for place to stay away from home."
United States
Arlene L.
The price is NZ$809
includes taxes & fees
3 Aug - 4 Aug
City Amenities, Casco Bay Sunrises and Natural Beauty

The Weldon Hotel

The Weldon Hotel
4.5 star property
Downtown Portland
9.8 out of 10, Exceptional, (103 reviews)
"Spacious with plenty of room for my family of four. Excellent kitchen, washer and dryer and stellar location close to Waterfront district."
United States
Kara
The price is NZ$975
includes taxes & fees
17 Aug - 18 Aug
The Weldon Hotel

Evalina Hotel

Evalina Hotel
2.5 star property
Downtown Portland
10.0 out of 10, Exceptional, (5 reviews)
"Spacious, clean, and in the perfect location in Old Port."
United States
Celine
The price is NZ$1,385
includes taxes & fees
27 July - 28 July
Evalina Hotel

Arlie`s Digs! - One Block To Willard Beach!

Arlie`s Digs! - One Block To Willard Beach!
Willard Beach
10.0 out of 10, Exceptional, (66 reviews)
"Beautiful place, perfect location! "
United States
Melissa M.
The price is NZ$1,519
includes taxes & fees
23 Aug - 24 Aug
Arlie`s Digs! - One Block To Willard Beach!

Ocean View East End Studio in a Historic Victorian

Ocean View East End Studio in a Historic Victorian
Portland
9.8 out of 10, Exceptional, (104 reviews)
"Lovely view and accessibility to the Old Port area. Enjoyed our relaxing stay! Thanks Dan! "
United States
David E.
The price is NZ$803
includes taxes & fees
23 Aug - 24 Aug
Ocean View East End Studio in a Historic Victorian

Peaceful & minutes from the Old Port with private parking

Peaceful & minutes from the Old Port with private parking
Knightville
9.6 out of 10, Exceptional, (10 reviews)
"Jennifer’s VRBO is exactly as cute, clean and cozy as the listing’s photos depict. It is so well maintained that she has living house plants that are thriving 10/10. I can’t wait to stay again!"
United States
Liz P.
The price is NZ$754
includes taxes & fees
9 Aug - 10 Aug
Peaceful & minutes from the Old Port with private parking

Whether With Family or Friends Shop, Sight See & Dine at Great Restaurants

Whether With Family or Friends Shop, Sight See & Dine at Great Restaurants
Munjoy Hill
9.8 out of 10, Exceptional, (132 reviews)
"Home is in an excellent location, and as described. Easy communication with zero issues during stay. Great experience overall and will return! "
United States
Christina A.
Whether With Family or Friends Shop, Sight See & Dine at Great Restaurants

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, (42 reviews)
"Perfect stay for a quick trip to Portland! "
United States
stacey p.
The price is NZ$1,131
includes taxes & fees
26 July - 27 July
Modern & Sunny House Steps from the Promenade. Private Parking!

Glorious getaway on Portland's Eastern Promenade.

Glorious getaway on Portland's Eastern Promenade.
Munjoy Hill
9.8 out of 10, Exceptional, (180 reviews)
"Beautiful property and very clean! They think of everything you would want and You cannot find a better place to stay"
United States
Sara H.
The price is NZ$883
includes taxes & fees
28 July - 29 July
Glorious getaway on Portland's Eastern Promenade.

Adorable Portland getaway on the Eastern Promenade

Adorable Portland getaway on the Eastern Promenade
Munjoy Hill
9.6 out of 10, Exceptional, (138 reviews)
"Owner was so accommodating!"
United States
Kiernan
The price is NZ$688
includes taxes & fees
10 Aug - 11 Aug
Adorable Portland getaway on the Eastern Promenade

The Globe House on Munjoy Hill - Walk to Breweries

The Globe House on Munjoy Hill - Walk to Breweries
Munjoy Hill
10.0 out of 10, Exceptional, (100 reviews)
"Everything was as advertised; great accommodations!"
United States
Richard D.
The price is NZ$1,189
includes taxes & fees
27 July - 28 July
The Globe House on Munjoy Hill - Walk to Breweries

Sunny Spot with Private Parking.

Sunny Spot with Private Parking.
Knightville
9.8 out of 10, Exceptional, (30 reviews)
"Cute property.. also really suitable for long stay as the amenities were complete and near groceries and some restaurants and cafes.. convenient!"
United States
Giana
The price is NZ$655
includes taxes & fees
26 July - 27 July
Sunny Spot with Private Parking.

Portland’s Best Ocean Views from a 40-Foot Private Deck

Portland’s Best Ocean Views from a 40-Foot Private Deck
Munjoy Hill
9.6 out of 10, Exceptional, (27 reviews)
"Beautiful location with easy walk to downtown. "
United States
Megan T.
The price is NZ$1,432
includes taxes & fees
23 Aug - 24 Aug
Portland’s Best Ocean Views from a 40-Foot Private Deck

Island View House BnB Self Check-In # 4 / Free Off-Street Parking

Island View House BnB Self Check-In # 4 / Free Off-Street Parking
Munjoy Hill
9.8 out of 10, Exceptional, (15 reviews)
"Great space in a nice neighborhood location. "
United States
Sheila G.
The price is NZ$927
includes taxes & fees
24 Aug - 25 Aug
Island View House BnB Self Check-In # 4 / Free Off-Street Parking

Harborview - Curated East End Escape w/ Parking

Harborview - Curated East End Escape w/ Parking
Munjoy Hill
10.0 out of 10, Exceptional, (12 reviews)
"It was a beautiful property with everything you could need available. There were a lot of little touches that made it really nice! "
United States
Jeannette B.
The price is NZ$1,679
includes taxes & fees
27 July - 28 July
Harborview - Curated East End Escape w/ Parking

Eastbayside/Munjoy - Charming Downtown Escape

Eastbayside/Munjoy - Charming Downtown Escape
East Bayside
9.8 out of 10, Exceptional, (37 reviews)
"Hosts were very responsive when we had questions. Great place to stay for 1-day road trips in Maine."
United States
Linda B.
The price is NZ$1,472
includes taxes & fees
26 July - 27 July
Eastbayside/Munjoy - Charming Downtown Escape

4br2ba House parking A Peaceful Oasis on Munjoy Hill

4br2ba House parking A Peaceful Oasis on Munjoy Hill
Munjoy Hill
10.0 out of 10, Exceptional, (14 reviews)
"Ani was very friendly and communicative and the place was comfortable and inviting. We had a great stay!"
United States
Cristina Q.
The price is NZ$1,214
includes taxes & fees
18 Aug - 19 Aug
4br2ba House parking A Peaceful Oasis on Munjoy Hill

NEW 1 BDR-Heart of Munjoy Hill

NEW 1 BDR-Heart of Munjoy Hill
Munjoy Hill
9.8 out of 10, Exceptional, (7 reviews)
"Great location within walking distance to activities, food, the bay, etc. "
United States
Anne D.
The price is NZ$914
includes taxes & fees
10 Aug - 11 Aug
NEW 1 BDR-Heart of Munjoy Hill

Spacious 4-bedroom house located in the heart of Portland, ME.

Spacious 4-bedroom house located in the heart of Portland, ME.
Munjoy Hill
10.0 out of 10, Exceptional, (15 reviews)
"Great place great location. "
United States
Chris f.
The price is NZ$2,003
includes taxes & fees
19 Aug - 20 Aug
Spacious 4-bedroom house located in the heart of Portland, ME.
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

Find out more about Long Island

Everything you need to know about Long Island holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Long Island holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Long Island holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Long Island holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Long Island. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Long Island holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Long Island holiday rentals we have selected for you start as low as NZ$313 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Long Island rentals

At Expedia, we put the best Long Island holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Long Island rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Long Island holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Long Island. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Long Island?

Yes, there are holiday rentals close to the most popular sights in Long Island, or you can select a more secluded option if you're looking for a relaxing stay. Long Island is known for its restaurants and shopping. Make sure you have time to check out the beaches while you're in the area.

What are some of the best holiday rentals that Long Island has to offer?

Long Island Retreat at Sunset Landing close to Portland, Maine: This highly rated holiday home rental in Long Island is located by the ocean, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

How many holiday rentals are there in Long Island?

With 6 Expedia holiday rentals, you're guaranteed to find just the right place for your Long Island stay.

What’s there to see and do in Long Island?

While exploring the area, visit family-friendly sights like Maine Narrow Gauge Railroad, or get outside and enjoy nature at Sand Beach. In the wider area, you’ll find Fifth Maine Museum and East End Beach.

What’s a holiday rental in Long Island like?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Long Island. Holiday rentals feature amenities such as patios, hot tubs and fire pits so you'll feel just like you're at home. If you're concerned about cleanliness, holiday rentals can provide a sense of seclusion away from public hotel lifts and lobbies bustling with people while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular choice for small groups.