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Holiday Rentals in Greenwood

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Holiday Rentals in Greenwood

Lakefront Log Home 12 feet Away from Lake

10.0 out of 10, Exceptional, (57)
"Incredible night away on a quiet Maine pond. Highly recommended, Todd was great and the place was perfect! We will be back for sure."
The price is €611
includes taxes & fees
3 Sept - 4 Sept
Lakefront Log Home 12 feet Away from Lake

INDOOR POOL, HOT TUB, PRIVATE 86 acre Retreat and Event Space

10.0 out of 10, Exceptional, (55)
"This house was a blast - would def stay again"
INDOOR POOL, HOT TUB, PRIVATE 86 acre Retreat and Event Space

Expansive Retreat - All-Season Contemporary Farmhouse [Lakes & Mountains]

9.4 out of 10, Exceptional, (13)
"Would stay here again. Loved the location and the size of the rooms! Perfect for a group and very pet friendly."
Expansive Retreat - All-Season Contemporary Farmhouse [Lakes & Mountains]

Barn on Pleasant-<br>walk to town <br>NO EXTRA FEES

10.0 out of 10, Exceptional, (11)
"Our stay was amazing.. close to town, very comfortable and met all of our needs.. would definitely stay there again!"
The price is €165
includes taxes & fees
12 Aug - 13 Aug
Barn on Pleasant-<br>walk to town <br>NO EXTRA FEES

Rediker Retreat- Authentic Riverfront Luxury Log Home

10.0 out of 10, Exceptional, (89)
"Had a wonderful stay Rediker retreat. Truly a retreat. The property had everything we needed for our holiday week. Thanks for having us. "
Rediker Retreat- Authentic Riverfront Luxury Log Home

Sleeps 20 | Hot Tub | Game Room | Fire Pit |4500SF

10.0 out of 10, Exceptional, (8)
"We stayed over there for three night over Xmas holidays. The property is very organized and beautiful. The kitchen is equipped very well. The beds are very nice and comfy. Great location, it’s right near Sunday River ski resort."
Sleeps 20 | Hot Tub | Game Room | Fire Pit |4500SF

9 Bedroom Estate, Sleeps 24, Heated Pool, Hot Tub, Movie Theater, Game Room

10.0 out of 10, Exceptional, (28)
"We had a great time for new years with a group of 24. There was plenty of room to spread out. Location of the home is fantastic for skiing at Sunday River. We were also very pleased with the cleanliness of the home and the snow removal service. A few upgrades to pots/pans and sleeper sofa are recommended but overall a fantastic stay."
The price is €1,614
includes taxes & fees
8 Aug - 9 Aug
9 Bedroom Estate, Sleeps 24, Heated Pool, Hot Tub, Movie Theater, Game Room

Lovely, Lake Front 2-Bedroom Cabin with Porch and Dock on Saturday Pond

10.0 out of 10, Exceptional, (2)
"My stay in this cute cabin was very relaxing. The view of the water was peaceful and the sound of the loons was lovely. The owners were very nice, friendly, and helpful. I enjoyed my stay."
Lovely, Lake Front 2-Bedroom Cabin with Porch and Dock on Saturday Pond

Cozy log cabin home. 5 minutes to the beach, pet and family friendly home.

2.0 out of 10, (1)
Cozy log cabin home. 5 minutes to the beach, pet and family friendly home.

Cozy 3BR home for outdoor enthusiasts, deck, pool, tennis, w/d, trails & BBQ

2.5 star property
7.2 out of 10, Good, (5)
"Friends and family gathering pre wedding party! It was pleasant!"
Cozy 3BR home for outdoor enthusiasts, deck, pool, tennis, w/d, trails & BBQ

Panoramic Water and Mountains Views with Nature appearing daily. Relax on

10.0 out of 10, Exceptional, (55)
"My kids loved the beach a short walk away, and the shallow water was crystal clear. Because of the location, there really is a view from every window. Kind of small cabin and lot though"
Panoramic Water and Mountains Views with Nature appearing daily. Relax on

Lakefront Cottage: Boat Dock, Patio & Kayaks!

3.0 star property
Lakefront Cottage: Boat Dock, Patio & Kayaks!

Maine Woods Treehouse-The Birdie

10.0 out of 10, Exceptional, (2)
"Fabulous stay. Took my adult daughter and her two dogs out for a quick overnight adventure. Loved staying in the treehouse (birdie). Perfect size, location on property was good (away from other structures) and had picnic table, potbelly stove, grill, and out house right near the treehouse. They supplied bedding,camp chairs, and even a small battery powered fan. They also offered and we accepted ATV transport of our things from our parking spot to the treehouse. Did a local mountain hike...
The price is €161
includes taxes & fees
6 Aug - 7 Aug
Maine Woods Treehouse-The Birdie

Safety Certified luxury private, dog-friendly new home, 3 miles to Sunday River.

10.0 out of 10, Exceptional, (12)
"Cozy , fresh air , perfect place for the family and the kid Highly recommend,"
Safety Certified luxury private, dog-friendly new home, 3 miles to Sunday River.

Waterfront, dog-friendly home on 12+ acres with dock, hot tub & sunset views

10.0 out of 10, Exceptional, (7)
"We loved the house. It was very clean and the view was incredible! Can’t wait to go back!"
Waterfront, dog-friendly home on 12+ acres with dock, hot tub & sunset views

Secluded dog-friendly getaway with hot tub, game room, firepit, mountain views

8.8 out of 10, Excellent, (39)
"Our stay at Thunder Ridge was incredible! The property was very spacious and easily accommodated our group of ten, providing plenty of room for everyone to relax and enjoy. Everything was clean upon arrival, and we appreciated how well-stocked the kitchen was with cookware, dishes, and extra essentials that made our stay even more comfortable.The views were breathtaking, especially from the hot tub, where we could take in the mountain scenery. The secluded location made it feel like a true...
Secluded dog-friendly getaway with hot tub, game room, firepit, mountain views

The Artist's Cabin at Powder Ridge Overlooking Sunday River SKI PARKING PASS

10.0 out of 10, Exceptional, (323)
"Great place!"
The Artist's Cabin at Powder Ridge Overlooking Sunday River SKI PARKING PASS

Lakefront home with lovely lake views - one mile from the casino

9.8 out of 10, Exceptional, (45)
"Really enjoyed the location and charm of the place. It has the rustic feel of a cabin with all the modern amenities for a comfortable stay."
Lakefront home with lovely lake views - one mile from the casino

Hike, fish, bike, float the river, explore or just relax...

9.6 out of 10, Exceptional, (22)
"The house is exactly as pictured. It's clean, airy, great view of the slopes from the huge windows in the living room! Kitchen has the core things you need. Kids really enjoyed the basement couch area. Host was super responsive and accommodating. Highly recommend!!"
Hike, fish, bike, float the river, explore or just relax...

Welcome to The Bear's Den! Dog friendly and 5 minutes to Pleasant Mountain!

10.0 out of 10, Exceptional, (28)
"Sindi and Doug were excellent hosts! The property was extremely clean, welcoming and full stocked with everything needed for a ski weekend!"
Welcome to The Bear's Den! Dog friendly and 5 minutes to Pleasant Mountain!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Greenwood Hotel Reviews

Frequently asked questions

Can I find a holiday rental in Greenwood?

Yes, there are holiday rentals close to the most popular sights in Greenwood, or you can select a more secluded option if you're looking for a relaxing stay. Greenwood is known for its ski areas.

What are some of the best holiday rentals that Greenwood has to offer?

Rediker Retreat- Authentic Riverfront Luxury Log Home: This holiday home rental outside of Greenwood is located on the waterfront, and has a fireplace, a patio and air conditioning to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, an arcade/games room and 1 hot tub so that you can immerse yourself in your holiday.

How many holiday rentals will I find in Greenwood?

With 21 Expedia holiday rentals, you're guaranteed to find just the right place for your Greenwood stay.

What’s there to see and do in Greenwood?

While exploring the area, visit family-friendly sights like Mineral Collector, or get outside and enjoy nature at Papoose Pond. While here, Mt. Abram and Tucker's Tumble Glades are other places worth a visit.

What’s a holiday rental in Greenwood like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Greenwood. Holiday rentals feature amenities such as patios, hot tubs and fire pits so you'll have all the comforts of home. If you're concerned about a clean environment, a holiday rental can provide a sense of safety away from shared hotel lifts and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental an attractive choice for a small group gathering.