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.

Deer Isle Luxury Holiday Homes

Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Your filters are still active.
Check In Check Out
    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}
    View Map
    Location
    Any Distance
    from
    Price
    per night
    AU$555 Average
    |||
    |||
    AU$0AU$1,000+
    Suitability
    More filters
    Travellers to Deer Isle are booking July dates now. Secure your holiday rental today, and have the perfect trip.
    16 Matching Rentals in Deer IsleView all 109 rentals
    Sort by:
    Price (High to low)
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    5 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    4 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Cottage on the Shore rests in one of Deer Isle's most picturesque settings on family land owned for generations. The setting offers lush, wooded privacy, an outstanding beachfront, and views across the bay to spruce clad islands and the hills of Camden in the distance. It would be near impossible...
    View all property information
    Location Information
    Sunset, Deer Isle 4627
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 6
    Make Enquiry
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    With outstanding beachfront on East Penobscot Bay, this striking, privately situated, 8.7 acre, natural-styled contemporary house faces due west and enjoys excellent views across the bay to Camden Hills in the distance - including breathtaking sunsets. Attractive landscaping surrounds the home, and...
    View all property information
    Location Information
    Sunset, Deer Isle 04627
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Enquiry
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    New for 2018! Little Cove will not disappoint with 360 degree deep water ocean views and the mountains of Acadia National Park in the background. Located on the tip of Plumb Point in Deer Isle, Maine, this property includes 400' of private shore. Swim, investigate tide pools, and boat in your own...
    View all property information
    Location Information
    Stonington, Deer Isle 04627
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
    Make Enquiry
    STINSON POINT RETREAT - Deer Isle1 / 30
    (1)Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 July 2016
    We stayed in this amazing property in July for 7 nights and it was perfect for our family of 8 (including 2 children). Honestly, the photos don't do this property justice. The...
    See all reviews
    About this property
    Stinson Point Retreat is a luxurious, oceanfront property located just feet from Barred Island Preserve in a wonderfully quiet and serene setting. Enjoy beachcombing, swimming, boating, hiking and even biking from this picturesque location in Deer Isle. Stinson Point Retreat has a desirable,...
    View all property information
    Location Information
    Sunset, Deer Isle 04627
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
    Make Enquiry
    4 Bedrooms, 4 Bathrooms, Sleeps 11 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Quiet, secluded large family waterfront home nestled in the trees. Beautifully built in stone and wood. Bright and sunny. Ideal Maine get-away. Perfect for kayak excursions, and quiet relaxed time, but also close to Stonington. - Wonderful spaces to relax at the home: cosy indoor window seat area,...
    View all property information
    Location Information
    Stonington, Deer Isle 04681
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 11
    Make Enquiry
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Muir Point is a superb oceanfront home in Stonington. Enjoy being on forty-five acres of gorgeous forest and oceanfront. This property consists of multiple pocket beaches with sandy bottoms and trail walks through the woods. A beautiful contemporary home graces the middle section of this pristine...
    View all property information
    Location Information
    Stonington, Deer Isle 04681
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Make Enquiry
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
    other traveller has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Patio
    • Washer
    • Porch
    • Ocean Views
    • Balcony
    • Cable/satellite TV
    • Grill
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Pickering House is an old sea captain's house with over 3000 sq feet of relaxing Down East charm. There is ample space, inside and out, which offers the perfect setting for larger families and group gatherings of up to 10. The house itself is situated on a gentle sloping hill across the street...
    View all property information
    Location Information
    Deer Isle, DownEast and Acadia Maine 04627
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
    Make Enquiry
    Save time - get the best Deer Isle rentals sent straight to your email!
    Get the List
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Stunning newly built contemporary on Web Cove, just a 5-10 minutes ride in to downtown Stonington. Beautiful, peaceful and private setting. Home is a fabulously unique design, with soaring ceilings, catwalks, skylights -and much more. Quality amenities and decor throughout. The floor plan is open...
    View all property information
    Location Information
    Stonington, Deer Isle 4681
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
    Make Enquiry
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Whaleback is a beloved family cottage nestled just above the rocky coast line in Stonington. Whaleback consists of a two-bedroom cottage and an open concept boat house with sleeping for six in both places combined. The cottages are located in Oceanville, a quiet, desirable section of Stonington....
    View all property information
    Location Information
    Stonington, Deer Isle 04681
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Enquiry
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Webb Cove Cottage is a duo of sweet little cottages placed in a beautiful meadow and surrounded by water on three sides. The cottages were built in the 1970s and have been a one-family retreat for 35 years. This property is treasured and well-maintained which shows in many areas around this 19 acre...
    View all property information
    Location Information
    Stonington, Deer Isle 04681
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Enquiry
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Cable/satellite TV
    • Private Garden
    • Wi-Fi
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    New custom-built house on 2+ acres in private, waterfront setting. Three bedrooms; two with queen beds, one with twins. Fully equipped kitchen with KitchenAid stainless appliances and lots of counter space for the cook in the family. Home offers two dining areas: an indoor area and a screened...
    View all property information
    Location Information
    Deer Isle, DownEast and Acadia Maine 04627
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Enquiry
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
    other traveller has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Ocean Boulevard is a beautiful contemporary home with dramatic views of Stonington’s thorofare. The home's unique position gives you the distant sights of three light houses and views of Isle au Haut and many islands in between. The home's elevation provides western exposure for phenomenal sunsets....
    View all property information
    Location Information
    Stonington, Deer Isle 04681
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 5
    Make Enquiry
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
    other traveller has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Washer
    • Wi-Fi
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    At Peace Downeast is a beautiful oceanfront home in the scenic, quiet, and private Plumb Point neighborhood. Enjoy four acres of forest, a small and sandy pocket beach, deep water dock and a well-built post and beam home in this amazing setting. At Peace Downeast is a two bedroom, two and a half...
    View all property information
    Location Information
    Deer Isle, DownEast and Acadia Maine 04627
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Make Enquiry
    List your property
    Owner log in