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Holiday Rentals and Apartments in Upton, ME and nearby

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    1 / 12
    Upton
    1 Bedroom, 1 Bathroom, Sleeps 5 | Quick View
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    The following rentals are within 30 kilometres of Upton, Maine.

    1 / 14
    5 of 5 stars (6) Excellent
    Newry
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    1 / 8
    Berlin, NH
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    1 / 28
    Newry
    6 Bedrooms, 3 Bathrooms, Sleeps 33 | Quick View
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    Amenities & Details
    • Washer
    • DVD Player
    • Patio
    • Skiing: Property Is...
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Large ski chalet with access to Road Runner Trail in Viking Village. This house is a great house for your friends and family to spend some quality time on your holiday ski trip. This house has just been update with many upgrades. The Kitchen will make a chef feel at home with a 5 burner stove,... View all property information
    Location Information
    Newry, Maine
    1 / 45
    Newry
    5 Bedrooms, 4 Bathrooms, Sleeps 23 | Quick View
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    • Waterfront
    • Central Heating
    • Hot Tub
    • Washer
    • Mountain Views
    • Sauna
    • Patio
    • Skiing: Property Is...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This brand new Luxury Cedar Log Ski Chalet offers views of the Sunday River slopes and is located directly on The Sunday River itself. You will enjoy a world class rustic 18th century style log home with 21st century comforts and amenities. The lodge is less than 2 miles to the lifts at Sunday... View all property information
    Location Information
    Newry, Maine
    1 / 16
    Andover
    Studio, 1 Bathroom, Sleeps 7 | Quick View
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    • Patio
    • Grill
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Stay in our fully furnished studio and enjoy everything that is beautiful in Western Maine. Located directly on a massive multi use trail system for all seasons. Bring your horse, ATV, snowmobile, skis, or water sports items of any kind. We have a hot tub running year round too! The studio is set... View all property information
    Location Information
    Andover, Maine
    1 / 16
    Newry
    5 Bedrooms, 3 Bathrooms, Sleeps 16 | Quick View
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    • Mountain Views
    • Washer
    • Skiing: Property Is...
    • Central Heating
    • DVD Player
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Within walking distance to ski trails and the main lodge at South Ridge Lodge of Sunday River Ski resort. Property has 2 fireplaces and 3 HDTV with WiFi access. A gaming rom is located on the lower level with a Sony PS3 console with games. There is also a DVD player with a library of movies for... View all property information
    Location Information
    Newry, Maine
    1 / 12
    4.5 of 5 stars (2) Very good
    Newry
    4 Bedrooms, 2 Bathrooms, Sleeps 12 | Quick View
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    • Central Heating
    • Hot Tub
    • Satellite TV
    • Grill
    • Patio
    • Internet Access
    • Parking
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Sunday River Ski House Rental. Sleeps 12. Hot TubSunday River Resort is 1/10 mile from the house. Enjoy some of the best snow in years. A comfortable, warm, large house. Large, fully equipped kitchen with center island and dishwasher. 1st floor has open floor plan including over sized family room... View all property information
    Location Information
    Newry, Maine
    4 of 5 stars Reviewed 18 February 2016
    The house was great and is super close to the mountain. It comfortably accommodated 12 adults and a couple dogs and the hot tub was a nice way to relax after a day on the slopes...
    5 of 5 stars Reviewed 11 January 2015
    Loved this place. Spacious, comfy, clean...everything you need to stretch out after a day of skiing. Especially enjoyed the hot tub. Very close to the ski slopes. Overall...
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    1 / 20
    4.5 of 5 stars (7) Very good
    Newry
    10 Bedrooms, 14 Bathrooms, Sleeps 38 | Quick View
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    Amenities & Details
    • Private Indoor Pool
    • Satellite TV
    • DVD Player
    • Mountain Views
    • Internet Access
    • Air Conditioning
    • Hot Tub
    • Sauna
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    About this property
    Welcome to Ski Esta! a luxury rental home designed for large, extended family vacations located in the beautiful mountains of the Sunday River area of Maine. Whether you come to ski, snowmobile, hike, fish, mountain bike, golf or to enjoy any of the many year round activities this wonderful... View all property information
    Location Information
    Newry, Maine
    5 of 5 stars Reviewed 9 December 2015
    We rented the house for a weekend for our wedding and had our parents and wedding party stay at the house all weekend with us. It was so convenient because half of our wedding...
    5 of 5 stars Reviewed 17 October 2015
    We rented the Ski Esta for our wedding reception. It was wonderful, slept the wedding party and immediate family. Would also be great for a ski vacation. The only thing I would...
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    1 / 16
    Andover
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    This is a lovely little country setting, private road and has a beautiful view of open fields and mountains. It's completely furnished. There is a full kitchen with all appliances. Includes a dish washer. There is a washer and dryer. Enjoy the evenings on the deck or have a fire outside in the... View all property information
    Location Information
    Andover, Maine
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    1 / 11
    4.5 of 5 stars (3) Very good
    Newry
    5 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    Amenities & Details
    • Washer
    • Mountain Views
    • Internet Access
    • Grill
    • DVD Player
    • Air Conditioning
    • Hot Tub
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Welcome to the Jewel of Powder Ridge! Featured in November 2007 "Country's Best Log Homes" magazine and also featured in Precision Craft Log Home's advertising, this specialty built luxury log home is snuggled into private acreage on Douglass Road and is packed with high-end furniture and... View all property information
    Location Information
    Newry, Maine
    4 of 5 stars Reviewed 23 September 2012
    Our family of five (including our dog) spent a late summer week at Timber Ridge. The setting in gorgeous, peaceful and so private. You feel as if you're the only people on the...
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    1 / 13
    Newry
    1 Bedroom, 1 Bathroom, Sleeps 6 | Quick View
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    Amenities & Details
    • Skiing: Property Is...
    • Satellite TV
    • Washer
    • Hot Tub
    • Central Heating
    • Grill
    • DVD Player
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    We just purchased this amazing ski chalet just steps from the Road Runner Trail, redecorated & refurnished it and made it ready for you to rent! 1st Tracks is the "lockout" first floor walk out apartment in a larger ski chalet. It has a nice kitchen, bathroom with shower, TV, WiFi, Bunk-beds with... View all property information
    Location Information
    Newry, Maine
    1 / 21
    Newry
    4 Bedrooms, 2 Bathrooms, Sleeps 14 | Quick View
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    Amenities & Details
    • Grill
    • Wi-Fi
    • Central Heating
    • Satellite TV
    • Washer
    • Hot Tub
    • DVD Player
    • Skiing: Property Is...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Beautiful, Modern, ski chalet just steps to the Road Runner Trail! Hot Tub! We just purchased this amazing ski chalet just steps from the Road Runner Trail, redecorated & refurnished it and made it ready for you to rent! The summit consists of the main floor and third floor of a larger ski chalet... View all property information
    Location Information
    Newry, Maine
    1 / 30
    Newry
    5 Bedrooms, 3 Bathrooms, Sleeps 20 | Quick View
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    Amenities & Details
    • DVD Player
    • Balcony
    • Hot Tub
    • Skiing: Property Is...
    • Grill
    • Wi-Fi
    • Satellite TV
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    We just purchased this amazing ski chalet just steps from the Road Runner Trail, redecorated & refurnished it and made it ready for you to rent! Just off Barker Mountain Road, it is perfectly located on the mountain! Located in Viking Village, this unique location is virtually unparalleled at... View all property information
    Location Information
    Newry, Maine
    1 / 22
    Andover
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    Amenities & Details
    • Parking
    • Private Garden
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    At the edge of civilization, the Tiny House is located in a tiny town at the end of two state highways, surrounded by thousands of acres of recreational paradise. For guys who love hunting, fishing, ATVing, snowmobiling, kayaking, hiking, etc….. but your significant other needs her shower….. this... View all property information
    Location Information
    Andover, Maine
    1 / 16
    Newry
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    Amenities & Details
    • Mountain Views
    • DVD Player
    • Hot Tub
    • Balcony
    • Wi-Fi
    • Central Heating
    • Satellite TV
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    One of the nicest ski in ski out slope side townhouses. Just steps from the trails, this unit features a large hot tub on the deck with mountain views. Enjoy a long soak after skiing hard all day, or relax in the comfy living room with gas fireplace. Room to spread out with 4 bedrooms plus a... View all property information
    Location Information
    Newry, Maine
    1 / 24
    Newry
    4 Bedrooms, 6 Bathrooms, Sleeps 14 | Quick View
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    • Washer
    • Satellite TV
    • DVD Player
    • Mountain Views
    • Wi-Fi
    • Grill
    • Hot Tub
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Can you say "slope views"? Spectacular views of Sunday River slopes from this spacious mountain ridge chalet. Very light and open, the living area and kitchen stretches the entire length of the house. Master suite in the loft with another guest bedroom on the main floor. The walk out basement... View all property information
    Location Information
    Newry, Maine
    1 / 4
    Newry
    3 Bedrooms, 2 Bathrooms, Sleeps 11 | Quick View
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    • Washer
    • Balcony
    • Satellite TV
    • Grill
    • Mountain Views
    • Parking
    • DVD Player
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    This Sunday River mountain home is less than two miles from the Sunday River Skiing base lodges and less than two miles from the Sunday River golf course. Very private, flat and wooded lot. This home was recently constructed and has many modern amenities for your use and enjoyment, including a HUGE... View all property information
    Location Information
    Newry, Maine
    1 / 27
    Errol, NH
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    Amenities & Details
    • Satellite TV
    • Patio
    • DVD Player
    • Central Heating
    • Balcony
    • Grill
    • Washer
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    This exceptional lake view cabin is fully furnished and completely ready for you, your family or friends! Exceptional lakefront access! Now with free wireless internet!!! ***Not available Jan, Feb & March The large living room on main floor is complete with Satellite television with... View all property information
    Location Information
    Errol, New Hampshire
    1 / 14
    Andover
    16 Bedrooms, 7 Bathrooms, Sleeps 32 | Quick View
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    Amenities & Details
    • Porch
    • Washer
    • DVD Player
    • Internet Access
    • Waterfront
    • Grill
    • Private Outdoor...
    • Balcony
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Weddings, reunions, special events, family vacations, corporate and group retreats. Destination Weddings; Ceremony and reception site. Trophy trout, salmon & bass fishing. Two golf courses nearby. Amazing for leaf peeping weekends. Downhill and XC Ski. Snow-mobile. Hunt. Hike the Appalachian... View all property information
    Location Information
    Andover, Maine
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    1 / 55
    5 of 5 stars (2) Excellent
    Andover
    Studio, 1 Bathroom, Sleeps 4 | Quick View
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    • Grill
    • Porch
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    At the very end of the trail, perched high on a private 70 acre ridge, surrounded by thousands of acres of woods, streams, trails... Skyline Dr. turns right just before rugged Sawyer Notch... The road winds upward through the beech and birch forest, onto the ridge top. Another mile to the end of... View all property information
    Location Information
    Andover, Maine
    5 of 5 stars Reviewed 2 weeks ago
    This was the perfect vacation in the woods/mountains of Maine. The cabin was comfortable with all we needed. And the location was something special. We did not use our car at...
    5 of 5 stars Reviewed 25 November 2015
    I know sometime you read raving reviews about how wonderful things are and you ask yourself if it's a fake review written by the owner or friends. I think that all the time. But...
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    1 / 67
    4.5 of 5 stars (7) Very good
    Andover
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Grill
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Cute little off-grid timber frame surrounded by thousands of acres of woods, streams & trails; perched on a hardwood ridge with panoramic views of the valley, 70 acres of privacy. Everything is sparkling new at Moose Mountain Cottage on Skyline Ridge; the cabin is fully equipped with water, linens,... View all property information
    Location Information
    Andover, Maine
    5 of 5 stars Reviewed 2 weeks ago
    Great little cabin. It has everything you need to enjoy the wilderness without having to rough it. Wonderful views! Great hiking trails. So glad we went!
    4 of 5 stars Reviewed 4 weeks ago
    We loved the cabin, didn't even need to light the wood stove over night, it was so well insulated. The views were amazing, though I really was hoping to see a moose, but Brenda...
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