Holiday Homes in Long Island
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50 rentals in Long Island.
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Ocean View Cottage Falmouth Foreside
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Cozy Beach Cottage Just Minutes Walk From South Beach, Private, Screened Porch
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Island Escape - Spacious 4 BR House with Car included!
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Oceanfront Villa 282
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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Home Sweet Home - Long Island, ME
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Beautiful Seaside Island Home
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Private Oceanfront Island Estate - Sleeps up to 22!
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 20
Match: Sleeps
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Grace Cottage
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Brand New Island Rental
Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
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Sunset Landing 286 Oceanfront
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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Charming Peaks Island Cottage
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Oceanside Cottage On A Beautiful Sandy Beach - Enjoy Your Maine Vacation!
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Charming, Secluded, Island Getaway!
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Hollywood meets seaside charm in the former cottage of famed director, John Ford
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Classic Family Cottage, Ocean View from Porch, Peaceful Rural Location
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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NEW LISTING ☼ Unique Oceanfront Home
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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The 'Water House' Cottage is on a Sandy Beach! Amazing Views!!
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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New Peaks Cottage: Modern amenities, island charm, steps to shore
Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Falmouth Waterfront Carriage House Apt
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Beautiful getaway on Peaks Island!
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
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Peaks Island Cottage with beautiful view of Whitehead passage
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
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Adorable Peaks Island Cottage
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
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Great Diamond Island home w/water views-20 mins. by ferry from downtown Portland
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
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Beautiful House Rental At Diamond Cove At Great Diamond Island
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Great Ocean View Summer Cottage Rental with Boat Mooring on Great Diamond Island
Holiday Rental House
4 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Refurbished Brick, Waterfront Home on Cushing's Island.
Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Classic turn of the century Maine cottage - available May through October
Holiday Rental House
0 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Stunning White Water Ocean Views From This Peaks Island Home
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Evergreen cottage 5' from the water
Holiday Rental House
5 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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DIRECT OCEANFRONT Perfect location
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Historic Island Cottage, 5BR
Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Classic Summer Cottage With Full Amenities For Your Maine Island Vacation!
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Cozy Island Village Cottage With Easy Ferry Ride to Portland
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Peaks Island Maine Seaside Cottage: hot tub/roof decks/4 season
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Peaks Island, easy to get to and harder to leave
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Sunset Cottage, Family-Friendly Oasis
Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Classic Maine Beach Cottage *** Aug 2019 availability! Fabulous location!
Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Magical Rambling 5 Bedroom Cottage Built 1904 By John Calvin Stevens
Holiday Rental House
5 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Sunny, modern, family home w large yard. Summer on beautiful Peaks Island!
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Stunning views and comfort complete your ultimate Maine island vacation getaway.
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Classic, cozy family cottage with modern amenities and ocean view from porch
Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 8
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Authentic Coastal Maine Cottage Living
Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Enjoy Sweeping Waterfront View, Watch Lobster Boats from Porch
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Classic Maine Beach Cottage, private beach access
Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Renovated, Sunny 1850's Island Farmhouse
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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The Backshore House Family friendly Oasis on Peaks Island
Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Luxury Coastal Home w2 Living Rooms, Pool, Rooftop
Holiday Rental House
6 bedrooms
4 bathrooms
Sleeps 13
Match: Sleeps
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Ocean Views for Miles, Spectacular Sunrises at Ocean House, Peaks Island, Maine
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Luxury Coastal Home w2 Living Rooms, Pool, Rooftop
Holiday Rental House
6 bedrooms
4 bathrooms
Sleeps 13
Match: Sleeps
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Ocean front cottage with private beach.
Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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1
Frequently Asked Questions about Long Island
- Yes, here are some popular holiday rentals in Long Island that have a pool:\n
- \n
- Cozy Beach Cottage Just Minutes Walk From South Beach, Private, Screened Porch \n
- Ocean View Cottage Falmouth Foreside \n
- Beautiful Seaside Island Home \n
- Yes, here are some popular holiday rentals in Long Island that have internet access:\n
- \n
- Cozy Beach Cottage Just Minutes Walk From South Beach, Private, Screened Porch \n
- Ocean View Cottage Falmouth Foreside \n
- Home Sweet Home - Long Island, ME \n
- The best pet friendly rentals in Long Island are:\n
- \n
- Beautiful Seaside Island Home \n
- Cozy Beach Cottage Just Minutes Walk From South Beach, Private, Screened Porch \n
- Ocean View Cottage Falmouth Foreside \n
- Some of the most popular kid friendly rentals in Long Island are:\n
- \n
- Cozy Beach Cottage Just Minutes Walk From South Beach, Private, Screened Porch \n
- Beautiful Seaside Island Home \n
- Grace Cottage \n