We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Holiday Rentals in Long Island, ME

Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Your filters are still active.
There are no pins in your viewport. Try moving the map or changing your filters.
dd/mm/yyyy dd/mm/yyyy
    There are no pins in your viewport. Try moving the map or changing your filters.
    • {providername} {price}
    {providername} {price}
      {listitems}
    {sold_out_text}
    We can't find prices for this accommodation
    From {rate_price} {rate_periodicity}
    List your property
    Owner log in
    Payment Protection
    Use a credit card to book with our Payment Protection.Learn more
    Show Prices
    Update
    Price
    per night
    |||
    |||
    ₹ 0
    ₹ 18,390 Average
    ₹ 65,000+
    Bedrooms
    Any
    Amenities
    Any
    Sleeps
    Any
    View Map
    More filters
    loading...
    Don't let other travellers get your favourite Long Island area holiday home. You're so close to securing your perfect getaway. Book today.
    Applied filters:
    Nearby
    Clear All
    1 / 8
    Long Island
    6 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
    Show Prices
    Payment Protection
    1 / 12
    Long Island
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    1 / 10
    Long Island
    3 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
    Show Prices
    Payment Protection
    1 / 28
    Long Island
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Waterfront
    • Internet Access
    • Patio
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Wake each morning to a beautiful Maine sunrise from this gorgeous 4 bedroom (1 king, 1 queen, 2 full, 2 full plus twin) 2 1/2 bath home. This is just the place to spend your Diamond Cove vacation! Sunrise Cottage is over 3000 sq ft, sleeps 8, and is located in a prime location in sight of the ferry... View all property information
    Location Information
    Long Island, Maine
    1 / 18
    Long Island
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Satellite TV
    • DVD Player
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    End unit townhouse with beautiful wooded views. Offers 3 bedrooms, 1.5 baths, impressive hand crafted wood floors throughout, and a wood burning stove. Enjoy cooking in this updated kitchen with granite counter tops, stainless steel appliances, and custom built cabinetry. A finished basement offers... View all property information
    Location Information
    Long Island, Maine
    1 / 18
    Long Island
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Internet Access
    • Satellite TV
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • ?
    About this property
    The Firebarn is a charming free standing home in a great location; close to the pool, walkway to the General Store, dock, marina & ferry. It is a 2 bedroom home with large loft that sleeps 6-8. The home is equipped with internet & Apple TV. All of our homes are completely furnished and fully... View all property information
    Location Information
    Long Island, Maine

    The following rentals are within 10 kilometres of Long Island, Maine.

    1 / 11
    4.5 of 5 bubbles (25) Very good
    Portland
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Patio
    • Wi-Fi
    • Terrace
    • Satellite TV
    • DVD Player
    • Air Conditioning
    • Outdoor Dining Area
    • Balcony
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • x
    About this property
    Visit Portland, Maine!!! We offer a newly renovated, quirky, third floor, 2 flight walk-up, 3-bedroom, living space for weekly rentals. There are two bathrooms - one bath (vintage tub plus separate shower) and second half bath is off front bedroom. East end - Congress Street, foot of Munjoy Hill,... View all property information
    Location Information
    Portland, Maine 04101
    3 of 5 bubbles Reviewed 31 August 2016
    The location is fabulous! Cozy kitchen, beds okay, bathroom could use a cleaning of all the previously used bars of soap, expired medications. The main problem was a burnt out...
    5 of 5 bubbles Reviewed 13 September 2015
    We stayed here with friends during a short getaway in Portland. The apartment is spacious, well-equipped, and very charming, and was the perfect size for two couples. It's also...
    See all reviews
    1 / 13
    3 of 5 bubbles (1) Average
    Peaks Island
    3 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Washer
    • Satellite TV
    • Porch
    • Grill
    • Internet Access
    • Outdoor Dining Area
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    A BEAUTIFUL WATER VIEW OF CASCO BAY OFF THE COAST OF PORTLAND IN THIS 3 BR / 1.5 BA COTTAGE NEWER KITCHEN WITH GRANITE COUNTER TOPS, FULL SIZED DISHWASHER AND 6 BURNER COMMERCIAL GAS OVEN. THE KITCHEN ALSO HAS A LARGE AMOUNT OF POTS, PANS, KITCHEN GADGETS AND LOTS OF PLATES AND SILVERWARE. Island... View all property information
    Location Information
    Peaks Island, Maine 04108
    3 of 5 bubbles Reviewed 20 August 2016
    This cottage is in a wonderful walk to beach location and close to ferry in sweet little Peaks Island. The owners seem to be very nice and generous with information. The property...
    See all reviews
    1 / 70
    Portland
    4 Bedrooms, 2 Bathrooms, Sleeps 17 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Terrace
    • Grill
    • Patio
    • Balcony
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This beautiful, newly renovated bungalow in the WIllard Beach neighborhood is the latest creation of the well-known and highly respected SoPo Cottage team! Completed in August 2016, It is now being offered for the first time as a vacation rental home. This beautiful home is comfortable for 2... View all property information
    Location Information
    Portland, Maine 04106
    1 / 16
    5 of 5 bubbles (5) Excellent
    Peaks Island
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Amenities & Details
    • DVD Player
    • Porch
    • Central Heating
    • Balcony
    • Satellite TV
    • Internet Access
    • Grill
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Spectacular Oceanside location. Breathtaking views of ocean, light houses, nearby islands, ships and open ocean. This beautiful three level, 3 bed room, 2.5 bath Victorian Shingled Style home has all you'll l need for a wonderful and memorable vacation. 1st level has 2 guest/family bedrooms,... View all property information
    Location Information
    Peaks Island, Maine 04108
    List your property for free!
    List your holiday home where TripAdvisor travellers can find it.
    Add a Listing
    1 / 24
    Portland
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Patio
    • Parking
    • Washer
    • Satellite TV
    • Grill
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Discover classic New England charm within walking distance of downtown Portland at this three-bedroom home, where you'll enjoy a private patio, a lovely remodeled kitchen, and a wonderful location close to dining and shopping. Built in 1910, this dog-friendly home is located in a quiet neighborhood... View all property information
    Location Information
    Portland, Maine 04103
    1 / 6
    3.5 of 5 bubbles (2) Average
    Portland
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Patio
    • Wi-Fi
    • Shared Garden
    • Air Conditioning
    • Outdoor Dining Area
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Visit Portland, Maine!!! We offer a sweet, quirky, first floor, 1-bedroom, one bath (vintage tub with shower) living space for weekly rentals. East end - Congress Street, foot of Munjoy Hill, city side, (near Otto's Pizza Cafe) great area!!! Very sunny, non-smoking building with courtyard access! A... View all property information
    Location Information
    Portland, Maine 04102
    3 of 5 bubbles Reviewed 3 September 2014
    We stayed here for 3 days while in Portland. The apartment was fairly clean and we were about a eight to ten minute drive from downtown. We didn't have very many options because...
    4 of 5 bubbles Reviewed 25 October 2013
    Very nice, cute, and tasteful, yet simple, first floor apartment in a great location. Plenty of space and natural light with separate rooms, versus open design, which I found to...
    See all reviews
    1 / 13
    4.5 of 5 bubbles (5) Very good
    Portland
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    Show Prices
    Amenities & Details
    • Satellite TV
    • Patio
    • DVD Player
    • Parking
    • Internet Access
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    At Portland's "Promenade By The Bay", you'll enjoy beautifully furnished one and two bedroom condos with ocean views. Our units are fully equipped with new appliances, coffee makers, toasters, cookware and all necessary gadgets. Plasma TV's, high speed internet, DVD players and Bose stereos... View all property information
    Location Information
    Portland, Maine 04101
    1 / 31
    Peaks Island
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Internet Access
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Charming 3+ BR (1 queen, 1 single w/trundle, 1 bunk bed + single, 1 queen) 1 1/2 BA townhome. Enjoy this beautifully furnished home with all the charm and character of an island cottage. Original hardwood floors, open floor concept, soaring ceilings, and light filled rooms. A great basement with... View all property information
    Location Information
    Peaks Island, Maine
    1 / 16
    Peaks Island
    6 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Internet Access
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Victorian historic home that sleeps 12. Impressive craftsmanship throughout, including large living/dining area ideal for a large group. 6 bedrooms, 2 1/2 baths offers lots of room for all. A finished 3rd level has 2 bedrooms, 1 full bath, pool table and comfy area to watch movies. Located at... View all property information
    Location Information
    Peaks Island, Maine
    1 / 13
    Peaks Island
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    This 4 bedroom, 2 1/2 bath home is a beautifully crafted Victorian home with a cottage feel. Comfy couches and chairs in the living area, a generous size dining area, and a cute efficient kitchen with nice soapstone farm sink. Small porch off the kitchen with grill and spacious front porch with... View all property information
    Location Information
    Peaks Island, Maine
    1 / 19
    3 of 5 bubbles (2) Average
    Portland
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Air Conditioning
    • Terrace
    • Waterfront
    • Balcony
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Ultra Modern Penthouse in Portland's Old Port. Posted 8/23/2015: We have found our renter for this year. We are now accepting reservations for bookings starting July 2016. Uber Modern Flats. Just completing construction and ready for you to rent. This is the 3rd floor of a 4 story building.... View all property information
    Location Information
    Portland, Maine 04101
    3 of 5 bubbles Reviewed 26 July 2013
    Good The location was great, in the east end with tons of restaurants and an easy walk to the old port area. Nice modern building, clean design and nice views. Lots of...
    3 of 5 bubbles Reviewed 13 July 2013
    We stayed here for three nights with another couple. The location is great and the view is beautiful. It is on the 4th floor of the building so keep that in mind when packing...
    See all reviews
    1 / 27
    Portland
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Washer
    • Balcony
    • Air Conditioning
    • Satellite TV
    • Porch
    • Parking
    • Terrace
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Visit Portland, Maine: This is a vintage renovated, second floor, 1 flight walk-up, 3-bedroom living space for weekly rental. There is one bathroom (vintage tub with shower). 2 bedrooms have Queen beds, and one has a full/double. there are 2 sofabeds. Lots of art and plenty of character.... View all property information
    Location Information
    Portland, Maine 04101
    1 / 9
    Peaks Island
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Internet Access
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Nicely furnished townhome has 3 bedrooms (Queen, Queen, Bunk beds) and 1 1/2 baths. Inviting and comfortable furnishings, nice open floor plan, finished room in basement, and a great covered porch with pretty views of the landscaped grounds. This unit also offers bikes and kayaks for your use. All... View all property information
    Location Information
    Peaks Island, Maine
    1 / 23
    Peaks Island
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Internet Access
    • Satellite TV
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • ?
    About this property
    Great Sergeant’s Quarters offers 3 Bedrooms and 2 Baths. Guest suite on 3rd level with large skylight for star gazing. Front and back porches with lovely gardens in backyard. The backyard also has a nice patio with table, chairs, and grill… ideal for a summer cookout. Ask about renting the entire... View all property information
    Location Information
    Peaks Island, Maine
    Get the List
    1 / 22
    Portland
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Parking
    • Grill
    • Wi-Fi
    • Patio
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Located in the heart of the city's historic West End. Just 1-2 blocks from some of the best restaurants, bakeries, coffee shops, bars and music venues in the city. The perfect home base to explore Portland's foodie scene and all the city has to offer. Our historic home was renovated in 2008 into... View all property information
    Location Information
    Portland, Maine 04102
    1 / 15
    Peaks Island
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Satellite TV
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    This is a gem. This cozy historic property is filled with charm and character. Originally the Gatehouse, this quaint duplex offers one floor living and is convenient to both sides of the island, and just a short stroll to tennis, pool, general store, and other island amenities. This one bedroom is... View all property information
    Location Information
    Peaks Island, Maine
    1 / 16
    Portland
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
    other traveller has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Balcony
    • Terrace
    • Porch
    • Wi-Fi
    • Washer
    • Air Conditioning
    • Grill
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Why stay in a hotel when you can enjoy a fully equipped 500 square foot apartment in downtown Portland for half the price? North Street is often regarded as the one of the nicest streets on the 'Hill' and you will not be disappointed in this compact but well equipped urban apartment with driveway... View all property information
    Location Information
    Portland, Maine 04101
    1 / 12
    Peaks Island
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    Show Prices
    Payment Protection
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    The perfect island getaway. This cozy historic property is filled with charm and character. Originally the Gatehouse, this quiet duplex offers one floor living and is convenient to both sides of the island, and just a short stroll to tennis, pool, store, and other island amenities. This one... View all property information
    Location Information
    Peaks Island, Maine
    1 / 24
    Portland
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
    Show Prices
    Amenities & Details
    • DVD Player
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    What a location! Situated in Portland’s East End, this 3BR, 1.5A house (sleeps 7) is walking distance to restaurants with great views over the sparkling waters of Back Cove. High-end appliances abound in this spacious, newly finished home. INSIDE THE HOUSE From a driveway with parking for 1 to... View all property information
    Location Information
    Portland, Maine 04101
    1 / 24
    Portland
    3 Bedrooms, 1 Bathroom, Sleeps 7 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Satellite TV
    • Internet Access
    • Air Conditioning
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Nestled away in a quiet neighborhood across from Longfellow Park, this beautiful 3-bedroom, 1-bath vacation rental apartment boasts a fantastic location in the heart of Portland, Maine. With accommodations for 7, top-notch amenities and easy access to downtown attractions, this newly-remodeled unit... View all property information
    Location Information
    Portland, Maine 04103
    1 / 24
    Portland
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Satellite TV
    • Parking
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Discover the best of Portland, Maine when you stay in this cozy 2-bedroom, 1-bathroom vacation rental apartment, which sleeps 5. Boasting all the necessary comforts of home and an unbeatable location only minutes from downtown, this quiet unit is the perfect choice for a small family or couple... View all property information
    Location Information
    Portland, Maine 04103