Greenwood Vacation Rentals

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Our top choices for Greenwood vacation rentals

10.0 out of 10, Exceptional, (3 reviews)
"We had overflow of family for holidays. The space worked great with 3 floors and games and hot tub added to the stay making it work for two young families! Host was great and accommodating "
United States
Cathy H.
The price is ¥51,482
¥130,604 total
includes taxes & fees
Feb 2 - Feb 3
Mountain View Greenwood, Hot Tub, Game Room
3.0 star property
The price is ¥78,406
¥161,228 total
includes taxes & fees
Feb 17 - Feb 18
Lakefront Family Retreat: Skiing & Mountain Biking
The price is ¥31,713
¥106,063 total
includes taxes & fees
Feb 4 - Feb 5
Nature Retreat, Sauna, Hot Tub, Gameroom, Fire Pit
10.0 out of 10, Exceptional, (5 reviews)
"Very nice stay. Perfect for a couple of adults. "
United States
Joann M.
The price is ¥16,845
¥35,387 total
includes taxes & fees
Feb 12 - Feb 13
Historic, luxurious 2 bed 2 bath private suite in Lovell, 10 mins to Kezar Lake
10.0 out of 10, Exceptional, (1 review)
"Property was very clean! it had everything you needed right there! "
United States
Lisa
The price is ¥9,902
¥21,643 total
includes taxes & fees
Feb 3 - Feb 4
Manor Suite,cozy newly renovated,downtown & beach
10.0 out of 10, Exceptional, (1 review)
"Convenient location, very clean, nice amenities, good communication."
United States
Kristina R.
The price is ¥14,415
¥36,995 total
includes taxes & fees
Feb 2 - Feb 3
Cozy Home 8 Mins to Sunday River w/ EV Charger
The price is ¥47,386
¥107,011 total
includes taxes & fees
Feb 4 - Feb 5
Chandler Hill Base Camp - Enjoy A Nature Getaway In This Rustic Home In The Mountains, 10 Minutes From Sunday River Ski Mountain! 4 Bedroom Home by RedAwning
10.0 out of 10, Exceptional, (2 reviews)
"House was super peaceful and quiet. Exactly what we needed fir this trip. Fantastic."
United States
Daniel R.
The price is ¥44,121
¥107,349 total
includes taxes & fees
Feb 3 - Feb 4
Cozy, sun filled mountain retreat w/45 private acres, hot tub, gym, car charger!
9.8 out of 10, Exceptional, (64 reviews)
"Very nice and comfortable house, clean and quiet. The hosts were very responsive. We had a great stay."
United States
Jessica Stebbins B.
The price is ¥18,945
¥31,292 total
includes taxes & fees
Feb 3 - Feb 4
An Authentic Clean & Cozy Maine Homestay
10.0 out of 10, Exceptional, (53 reviews)
"We had a great stay in Bryant Pond. Lots of outdoor activities in the area. "
United States
Nicholas W.
The price is ¥45,609
¥109,456 total
includes taxes & fees
Feb 21 - Feb 22
Dog Friendly/Mt. Home/Beau Views/ 3 or more nights 20% DISC!
10.0 out of 10, Exceptional, (2 reviews)
"Amazing stay! 5 Stars without hesitationWe honestly didn’t want to leave a review because we wanted this gem of a place to be our secret! To many great reviews, prices go up and hard to to book in the future! But we couldn’t do that to our host Travis who was so friendly and communicative from the time of inquiry to checkout making our stay enjoyable and stress-free. The property is just as stunning in person as it is in the photos and is absolutely immaculate. Ridgeline Retreat was in fact just...
United States
Christina L.
The price is ¥31,931
¥106,300 total
includes taxes & fees
Feb 4 - Feb 5
Adventure&Wellness ~Hot Tub ~Sauna ~Theater ~Boot Room ~15min to Sunday River
10.0 out of 10, Exceptional, (64 reviews)
"This is a gorgeous lakefront property that is all comfort and serenity."
United States
Timothy W.
The price is ¥57,660
¥84,963 total
includes taxes & fees
Jan 30 - Jan 31
Lakefront Log Home 12 feet Away from Lake
9.4 out of 10, Exceptional, (21 reviews)
"It was the perfect spot from an excellent host "
United States
Kellen M.
The price is ¥37,982
¥75,818 total
includes taxes & fees
Feb 1 - Feb 2
Sunnyside home near Sunday River, Black Mountain, Lakes, Rivers and Hikes
10.0 out of 10, Exceptional, (10 reviews)
"Cabin was great and stocked with lots of amenities. The house worked well with two families, clean and nicely maintained. Lake was quiet and close to the house. "
United States
Kathleen K.
The price is ¥61,103
¥106,664 total
includes taxes & fees
Feb 18 - Feb 19
Private cabin on 3Acres with private hot tub! Lake access, Skiing, Snowmobiling!
9.4 out of 10, Exceptional, (30 reviews)
"The Davis Chalet is a superb stay! Easy check in and out, and everything was well stocked with utensils etc. The property is well maintained inside and out, and the river access was fantastic for some low key down time exploring. We will definitely stay again! "
United States
Diane L.
Chalet with new Hot Tub, 3 min to Sunday River ski lifts!
10.0 out of 10, Exceptional, (13 reviews)
"We had a great stay! Could not recommend enough, and would love to stay again! "
United States
Brittney C.
The price is ¥62,328
¥144,088 total
includes taxes & fees
Feb 3 - Feb 4
Ski Sunday River, Killer Views, Hot Tub, Epic Game Room, Fire pit, Dog Friendly
10.0 out of 10, Exceptional, (7 reviews)
"The property was beautiful! Everything was fully stocked and clean. Perfect for children. Would absolutely come back."
United States
Megan R.
The price is ¥53,923
¥138,964 total
includes taxes & fees
Feb 1 - Feb 2
85in TV | HotTub | HugeDeck | GameRoom | Playhouse
10.0 out of 10, Exceptional, (1 review)
"We had a great couple of nights here, plenty of space for 6 adults and 3 kids. Everything was clean, worked well, and easy to find what we needed. Great location to drive back to after skiing and we'd definitely stay again if in the area. We all loved the hot tub!"
United States
Irene S.
The price is ¥53,389
¥133,015 total
includes taxes & fees
Feb 5 - Feb 6
NEW! Modern Getaway - Hot Tub/Fire Pit/Pool table
10.0 out of 10, Exceptional, (3 reviews)
"We had a short, but lovely stay at this comfortable and very cozy home, which was only a few minutes from Sunday River. The house was spotless, the kitchen very well appointed (we cooked in both nights), and we all slept very well. The living room was perfect to accommodate 6 adults and a dog. The gas fireplace was key! Would highly recommend this home."
United States
Anna S.
The price is ¥31,850
¥106,212 total
includes taxes & fees
Feb 2 - Feb 3
Sunday River 5 Min! Family / Group / Couples Retreat!
10.0 out of 10, Exceptional, (21 reviews)
"Stay was great, as advertised."
United States
Mary Campbell K.
The price is ¥20,822
¥26,022 total
includes taxes & fees
Jan 30 - Jan 31
Barn on Pleasant-<br>walk to town <br>NO EXTRA FEES
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

Find out more about Greenwood

Search for holiday rentals in Greenwood on Expedia! You can easily find your home rentals, villas, holiday apartments in Greenwood using one of the methods below:

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Frequently asked questions

Can I find a vacation rental in Greenwood?

Yes, you can find vacation rentals close to the most popular points of interest in Greenwood, or you can go with a secluded option if you want a relaxing place to stay. Greenwood is known for its ski areas.

What's the top vacation rental in Greenwood?

INDOOR POOL, HOT TUB, PRIVATE 86 acre Retreat and Event Space: You might want to consider this vacation home rental near Greenwood, which is located on a river and has an outdoor pool, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

How many vacation rentals will I find in Greenwood?

With 22 Expedia vacation rentals, you're sure 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 Pennesseewassee lake. While here, Mt. Abram and Tucker's Tumble Glades are other places worth a visit.

What’s a vacation rental in Greenwood like?

Vacation rentals are private properties you can stay in for several days or longer in Greenwood. Vacation rentals provide amenities like kitchens and laundry facilities so you'll have a home away from home. If you're concerned about a sanitized environment, vacation rentals can provide a sense of safety away from shared hotel elevators and bustling concierge desks while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive option for a small group gathering.