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Holiday Rentals in New Gloucester

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    All 23 Rentals in New Gloucester
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    New Gloucester
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    The following rentals are within 25 kilometers of New Gloucester.
    Freeport
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Windham
    3 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    Gray
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Private Garden
    • Outdoor Dining Area
    • Parking
    • Wi-Fi
    • Waterfront
    • DVD Player
    • Patio
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Gray, Maine 02170
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Frye Island
    3 Bedrooms, 3 Bathrooms, Sleeps 5 Quick View
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    Amenities & Details
    • Outdoor Dining Area
    • Grill
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Waterfront
    • Parking
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Stay in our beautiful, lakefront, rustic-elegant log cabin and unwind from the hustle and bustle of life. The cabin is located on Frye Island on Sebago Lake where serenity abounds. Spend a week in this 3 bedroom, 2.5 bath authentic log cabin. This is just the ticket for the rest and relaxation...
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    Frye Island, Maine 04071
    Cabin Holiday Rental - 3 Bedrooms, 3 Bathrooms, Sleeps 5
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    Dramatic Oceanfront Home on Casco Bay1 / 21
    (1)Excellent
    Freeport
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Washer
    • Central Heating
    • Satellite TV
    • Ocean Views
    • Waterfront
    • DVD Player
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 April 2016
    The pictures of this home attracted our attention, and they are exactly what you will find. Then there is more. Betsy and Gar have created a vacation home that appeals on many...
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    About this property
    Sunrise or moonrise, it's your choice! Sip your coffee or wine while you sit on the patio of this spectacular waterfront home. You will be treated to an ever-changing natural drama from this recently built home on Flying Point overlooking Casco Bay. Herons, gulls, and other sea birds share the...
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    Freeport, Maine 04032
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Shepard's Sea Side Cottage1 / 22
    (6)Excellent
    Freeport
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Amenities & Details
    • Internet Access
    • Satellite TV
    • Waterfront
    • DVD Player
    • Central Heating
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 November 2014
    This "cottage" is so perfect! Comfortable, spacious and the ocean views are spectacular. Casco bay is right outside your windows. Darlene was excellent to work with...
    Reviewed 17 December 2013
    This is one of the most beautiful places we've ever been! Even in the dead of winter - sub zero temps outside right now - you could not find anywhere nicer. We are...
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    About this property
    A vacation for all and something for all to do! You name it this house has it all - LOCATION -For gazing at sunrises and sunsets (2 porches and water on two sides!) -For kayaking and canoeing at your back door (canoe, kayak and life vests included) -For renowned shopping at L.L. Bean and...
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    Freeport, Maine 04032
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Raymond
    3 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    Amenities & Details
    • Porch
    • Grill
    • Patio
    • Satellite TV
    • Central Heating
    • DVD Player
    • Waterfront
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Check availability calendar. This property is a seasonal rental. Aframe is closed from mid October to early May Fishing is great year round. 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...
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    Raymond, Maine 04071
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 8
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    Windham
    5 Bedrooms, 5 Bathrooms, Sleeps 17 Quick View
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    Amenities & Details
    • Grill
    • Porch
    • Wi-Fi
    • Washer
    • Outdoor Dining Area
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Three cabins located near the shores of Sebago Lake Basin. The property is near the heart of North Windham and provides easy access for vacation needs at the local Wal-Mart, Shaw's and Hannaford. The cabins have been fully modernized and were renovated in 2012. This location represents the...
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    Windham, Maine 04062
    Cabin Holiday Rental - 5 Bedrooms, 5 Bathrooms, Sleeps 17
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    Freeport
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Washer
    • Parking
    • DVD Player
    • Patio
    • Private Garden
    • Wi-Fi
    • Waterfront
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This charming four bedroom cottage features 350’ of unobstructed ocean views toward Casco Bay and the islands, located just 5 miles from Freeport's hundreds of outlet stores and restaurants, and just 30 minutes from Portland. The cottage is set just 75 feet from the shoreline, with ocean views...
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    Freeport, Maine 04032
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Yarmouth
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    In the heart of Yarmouth, Mill Reach offers the perfect setting for a great holiday, with off-street parking for one car. Relax in the modern open plan living, kitchen and dining area which is furnished to a high standard throughout. The living area leads out onto the private decking area perfect...
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    Yarmouth, Maine PO40 1TW
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Raymond
    8 Bedrooms, 5 Bathrooms, Sleeps 21 Quick View
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    Amenities & Details
    • DVD Player
    • Central Heating
    • Grill
    • Waterfront
    • Patio
    • Washer
    • Wi-Fi
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Raymond, Maine 04071
    Holiday Rental House - 8 Bedrooms, 5 Bathrooms, Sleeps 21
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    Yarmouth
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Wi-Fi
    • Air Conditioning
    • Washer
    • DVD Player
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Newly renovated fully-furnished 1,000 square-foot apartment with new wood floors and dishwasher, all-utilities included, washer and dryer in building, off-street parking, in owner-occupied two-family home, walking distance to bakery, restaurants, grocer, riverfront walking trail, harbor. Quiet...
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    Yarmouth, Maine 04096
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Raymond
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Wi-Fi
    • Private Garden
    • Satellite TV
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Breathtaking panoramic views of lake and mts . private sandy beach shallow water great for kids. Deep water dock off front with slide. Use of 4 kayaks and 2 canoes .Private water slide. outdoor pit for fire. Covered picnic area for outdoor dining. . Gas grill on deck full equipped...
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    Raymond, Maine 04071
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Freeport
    6 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Washer
    • Grill
    • Patio
    • Parking
    • Wi-Fi
    • Satellite TV
    • DVD Player
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    NEW: Sweeping Ocean Views from Three Suites, Private Swimming Cove and Dock. Available for weekly rentals (Sun-Sun) in summer and fall and 3+ day rentals off-season. Gather your family and friends for an authentic Maine vacation to remember. This gorgeous country home sits on 1,000+ feet of...
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    Freeport, Maine 04032
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 10
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    Windham
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Parking
    • Washer
    • Wi-Fi
    • Balcony
    • DVD Player
    • Grill
    • Terrace
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Built in 2005 on peaceful Little Duck Pond in Windham, Maine, this hidden gem is 10 miles from Portland yet is secluded on a 44-acre spring-fed pond. The property is over an acre with 262 feet of waterfront. A private dirt road leads to a small community of summer homes. 

Our all-season home, just...
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    Location Information
    Windham, Maine 04062
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Yarmouth
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Central Heating
    • Patio
    • Grill
    • Internet Access
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Decompress with family and friends by escaping to this beautiful Yarmouth vacation rental house, nestled among a scenic backdrop of tall pines on Maine’s picturesque coast. Located on 2 acres of private tidal front property in the town of Yarmouth, this quiet and secluded residence will serve as...
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    Yarmouth, Maine 04096
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Freeport
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Washer
    • Balcony
    • Terrace
    • DVD Player
    • Waterfront
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This modernist gem is perfectly located on a tidal creek for swimming, or use kayaks & paddle-board to explore Casco Bay islands. Large outdoor decks or inside balcony view of eagles, hawks, blue herons, ducks, deer & turkeys. Private and quiet and beautifully located in the middle of the woods: It...
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    Freeport, Maine 04032
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Beautiful Cottage on Crystal Lake1 / 23
    (4)Excellent
    Gray
    3 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    Amenities & Details
    • Internet Access
    • Satellite TV
    • Central Heating
    • Grill
    • Waterfront
    • Porch
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 February 2017
    This cottage was clean and comfortable with beautiful views. The owners were very accommodating and helpful in suggesting family friendly activities in the area. With Pineland...
    Reviewed 3 September 2016
    Western exposure,with plenty of sun to enjoy crystal lake! A fully equipped home with everything you could need. Two kayaks are available to see the resident eagles and loons...
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    About this property
    Quiet retreat with western exposure on crystal clear lake. Furnished in a comfortable rustic style. Bedrooms have queen bed, full bed and bunk over a futon. The living room showcases a wall of glass overlooking the lake. Ambiance completed by a propane stove on opposing wall. Newly remodeled...
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    Gray, Maine 04039
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 7
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    Poland
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Parking
    • Satellite TV
    • Grill
    • DVD Player
    • Washer
    • Waterfront
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Experience a wonderful glimpse of lakefront living at this three-bedroom Poland home, a dog-friendly family getaway with an incredibly scenic location and a private dock on the shores of Upper Range Pond. Perched on the pond's western banks, this updated three-level home is an ideal escape for...
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    Poland, Maine 04274
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Yarmouth
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Terrace
    • Wi-Fi
    • Central Heating
    • Private Garden
    • DVD Player
    • Parking
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Cleaves Street Loft is all newly renovated with stainless appliances, brand new butcher block counter tops & tableware's. The loft boasts it's own private balcony and spacious bathroom with radiant stone floors and heated walk in tile shower. This space is located in the heart of Yarmouth...
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    Yarmouth, Maine 04096
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Casco
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Waterfront
    • Internet Access
    • Central Heating
    • Satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Explore the heart of Maine’s Lakes Region from ‘Stone Cottage on Rippling Water Ranch’, a 3-bedroom, 1.5-bathroom Casco vacation rental cottage featuring 1,600-square feet of living space and sleeping accommodations for 7. Nestled on 40 acres of private land, enjoy kayaking on the picturesque 4...
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    Casco, Maine 04015
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    South Casco
    4 Bedrooms, 4 Bathrooms, Sleeps 16 Quick View
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    • Satellite TV
    • Wi-Fi
    • Air Conditioning
    • DVD Player
    • Patio
    • Grill
    • Washer
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Luxury lake house on tranquil Panther Pond available for year-round vacation rental. Enjoy swimming, kayaking, fishing, boating, and relaxing with friends and family on 2+ acres of secluded lake front property and more than 200 feet of pristine waterfront. Everything about this property is BRAND...
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    Location Information
    South Casco, Maine 04071
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 16
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