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Vacation Rentals in Windham, ME and nearby

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    All 19 Rentals in the Windham Area
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    From
    $1,561
    / Week
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    1 / 16
    Windham
    3 Bedrooms / 1 Bathroom / Sleeps 8
    traveller have booked this property
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    From
    $206
    / Night
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    1 / 22
    Windham
    5 Bedrooms / 5 Bathrooms / Sleeps 17
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    $187
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    1 / 11
    5 of 5 stars (1) Excellent
    Windham
    4 Bedrooms / 2 Bathrooms / Sleeps 8
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    From
    $144
    / Night
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    1 / 8
    Windham
    2 Bedrooms / 1 Bathroom / Sleeps 4
    travellers have booked this property
    Overview Make Enquiry
    Amenities & Details
    • Internet Access
    • DVD Player
    • Water Views
    • Dryer
    • Satellite TV
    • Waterfront
    • Patio
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    A real 'at the lake' feeling exudes from this charming waterside cottage on navigable inlet to Little Sebago. Lovely waterviews from all windows. Dock and waterside deck with bistro table complete the setting. Launch kayaks from the dock or swim from private gorgeous sandy beach a few steps away.... View all property information
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    Location Information
    Windham, Maine 04062

    The following rentals are within 15 kilometres of Windham, Maine.

    From
    $1,218
    / Week
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    1 / 14
    Gray
    2 Bedrooms / 1 Bathroom / Sleeps 6
    travellers have booked this property
    Overview Make Enquiry
    Amenities & Details
    • TV
    • Refrigerator
    • Patio
    • Waterfront
    • Water Views
    • Cooker
    • DVD Player
    • Parking
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    A charming lake cottage with knotty pine and a big picture window overlooking beautiful Little Sebago Lake. Don't let the approximate two hour drive from Boston or the four mile distance from the highway fool you...you feel as though you are miles away from the hustle and bustle. The sound of the... View all property information
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    Location Information
    Gray, Maine 02170
    From
    $250
    / Night
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    1 / 12
    Frye Island
    3 Bedrooms / 1 Bathroom / Sleeps 6
    traveller have booked this property
    Overview Make Enquiry
    Amenities & Details
    • Grill
    • Balcony
    • Water Views
    • DVD Player
    • Shared Outdoor Pool...
    • Deck
    • Dryer
    • Refrigerator
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Many prime summer weeks are still available! $1225/week. Escape to this beautiful island for a week's vacation with your family. Enjoy the spectacular western view of Lake Sebago and the White Mountains. Play some golf, tennis basketball or tennis. Go for a nature walk or try your luck at bass... View all property information
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    Location Information
    Frye Island, Maine 04071
    From
    $124
    / Night
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    1 / 10
    Frye Island
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    traveller have booked this property
    Overview Make Enquiry
    Amenities & Details
    • Shared Outdoor Pool...
    • Mountain Views
    • Shared Tennis Court
    • Waterfront
    • DVD Player
    • Fireplace
    • Grill
    • TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    A quaint, lake front cottage, on a tranquil, wooded island in Maine. Enjoy the sunsets every evening over the mountains from your private beach. It is not the Ritz, but trust me, you will LOVE IT!!! Frye Island is a very unique community. Check out the website for detailed info fryeisland.com The... View all property information
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    Location Information
    Frye Island, Maine 04071
    From
    $572
    / Night
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    1 / 24
    Gray
    4 Bedrooms / 2 Bathrooms / Sleeps 10
    Overview Make Enquiry
    Amenities & Details
    • Grill
    • Satellite TV
    • Waterfront
    • Water Views
    • Wi-Fi
    • Central Heating
    • DVD Player
    • Watersports Nearby
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    This beautiful lakeside home (we call it “The Lakehouse”) sits close to the water and features a large dock, float, and private sand and pebble beach - wonderful for swimming and boating. The lower level walks out to a large flat grassy area, ideal for sunbathing and lake-watching. The home was... View all property information
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    Location Information
    Gray, Maine 04039
    From
    $4,996
    / Week
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    1 / 13
    Frye Island
    4 Bedrooms / 4 Bathrooms / Sleeps 10
    Overview Make Enquiry
    Amenities & Details
    • Water Views
    • Fireplace
    • Waterfront
    • Deck
    • Air Conditioning
    • Shared Outdoor Pool...
    • Washer
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This wonderful high end waterfront home offers 4,850 sq. ft. of living area and 306 ft of exclusive private water frontage on Sebago Lake. There is plenty of room for guests with great space to accommodate the whole family. This custom built home has everything one could desire , a gourmet... View all property information
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    Location Information
    Frye Island, Maine 04071
    From
    $437
    / Night
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    1 / 57
    Standish
    6 Bedrooms / 4 Bathrooms / Sleeps 24
    Overview Make Enquiry
    Amenities & Details
    • Wi-Fi
    • Game Room
    • Washer
    • Watersports Nearby
    • DVD Player
    • Horse Riding Nearby
    • There Are Tennis...
    • Central Heating
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Originally built in the late 1700's this post and beam home was solidly built from hand hewn timbers upon a field stone granite foundation. Beginning 1800's a second cape style home was added on to the original colonial house, expanding it into a very unique and large country home. This combination... View all property information
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    Location Information
    Standish, Maine 04084
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    From
    $196
    / Night
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    1 / 8
    Raymond
    2 Bedrooms / 1 Bathroom / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Water Views
    • Grill
    • DVD Player
    • Porch
    • Cooker
    • Internet Access
    • Refrigerator
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    You cannot get any closer to the water than CampRedwing. Magical two bedroom cottage on beautiful, clean, Panther Pond in Raymond, Maine. Cottage includes, gas grill, tv/dvd,canoe,,microwave, dock, private sandy swimming area, outdoor fireplace, and trash pickup. Wireless internet. CampRedwing has... View all property information
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    Location Information
    Raymond, Maine 04071
    From
    $196
    / Night
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    1 / 28
    Raymond
    3 Bedrooms / 1 Bathroom / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Boat Available
    • DVD Player
    • Patio
    • Central Heating
    • Satellite TV
    • Deck
    • Water Views
    • Refrigerator
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Check availability calendar. This property is a seasonal rental. Fishing is great in season Our A-frame is secluded and just perfect for families to reconnect. Located on the waterfront of Crescent Lake,Raymond, Maine.This cottage has 2 BR plus sleeping loft for 2 and 1st Floor sleep sofa and a... View all property information
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    Location Information
    Raymond, Maine 04071
    From
    $187
    / Night
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    1 / 20
    Raymond
    3 Bedrooms / 1 Bathroom / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Boat Available
    • Stereo System
    • Satellite TV
    • Internet Access
    • DVD Player
    • Water Views
    • Waterfront
    • Fireplace
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Loon's Call is a beautiful, year-round, lakefront cottage on peaceful Thomas Pond in Raymond, ME. Located 100 feet from the water's edge, the cottage is completely equipped with all modern conveniences, including wireless internet, yet retains the feel and ambience of a vacation get-away. Enjoy... View all property information
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    Location Information
    Raymond, Maine 04071
    From
    $357
    / Night
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    1 / 13
    Amenities & Details
    • Satellite TV
    • Washer
    • Deck
    • Waterfront
    • Dryer
    • Water Views
    • Central Heating
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Welcome to Rocky Shore Retreat! Private lake living at it's best! Lakefront year around home; right on top of the water; cozy and quiet neighborhood; bring the kids and toys! 4th bedroom is in TV/den room lakeside; mooring out front of home for boat. Great getaway with a couple of weeks still open... View all property information
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    Location Information
    Standish, Maine 04084
    From
    $1,072
    / Night
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    1 / 29
    Raymond
    8 Bedrooms / 5 Bathrooms / Sleeps 18
    Overview Make Enquiry
    Amenities & Details
    • Central Heating
    • Stereo System
    • Waterfront
    • Satellite TV
    • Fireplace
    • Deck
    • DVD Player
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Welcome to Kossow Lodge, Located on Crescent Lake in Raymond, Maine. Ideal for multi-family or large reunions, Kossow Lodge is a four-season, private home located on beautiful Crescent Lake, in the Sebago Lakes Region of Maine. With eight bedrooms and five bathrooms, Kossow Lodge comfortably... View all property information
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    Location Information
    Raymond, Maine 04071
    From
    $250
    / Night
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    1 / 2
    Gray
    4 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Internet Access
    • Grill
    • Dryer
    • Water Views
    • DVD Player
    • Stereo System
    • Satellite TV
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    A hundred feet from one of 2 beautiful sandy deeded access beach on Little Sebago Lake stands this gorgeous 3-story home with all amenities: modern kitchen, eat-in screened-in porch with large gas grill, pool room with bar, movie room with wall size projection screen and stadium seating, laundry... View all property information
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    Location Information
    Gray, Maine 04039
    From
    $437
    / Night
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    1 / 32
    Standish
    4 Bedrooms / 4 Bathrooms / Sleeps 9
    Overview Make Enquiry
    Amenities & Details
    • Internet Access
    • Washer
    • DVD Player
    • Boat Available
    • Stereo System
    • Waterfront
    • Air Conditioning
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    30 minutes from Portland Jetport you will walk in and breath a sigh of relief! Lake views draw your attention and you know you are now on vacation! Over 4000 sq ft and three distinct living areas make this the perfect location for reunions, family retreats, holiday celebrations, and meeting... View all property information
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    Location Information
    Standish, Maine 04084
    From
    $267
    / Night
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    1 / 5
    Raymond
    5 Bedrooms / 2 Bathrooms / Sleeps 10
    Overview Make Enquiry
    Amenities & Details
    • Patio
    • Grill
    • Refrigerator
    • Porch
    • Microwave
    • Parking
    • Ceiling Fans
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Two waterfront cottages side by side on beautiful, clean, quiet, Panther Pond in Raymond, Maine. Panther Pond is three miles long and one mile wide. Larger cottage has one bedroom with a full, one bedroom with a twin, and a loft bedroom with a twin. Queen size sofa sleeper in living room. Smaller... View all property information
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    Location Information
    Raymond, Maine 04071
    From
    $142
    / Night
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    1 / 11
    Raymond
    2 Bedrooms / 1 Bathroom / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Central Heating
    • Deck
    • Stereo System
    • Refrigerator
    • Internet Access
    • Grill
    • Boat Available
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Relaxation takes over as you pull into the driveway and see the lake water of beautiful Thomas Pond. The clear water is almost always calm enough to waterski, tube, kayak or just watch the loons and fishing is excellent. The waterfront has a 20' dock that is 5' deep at the end, the swimming area... View all property information
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    Location Information
    Raymond, Maine 04071