Photo by Robbie Martin

Greenwood Vacation Rentals

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Vacation Rentals in Greenwood

Private beach, 8 kayaks/canoes, Bocce- perfect for multiple families to share!!

10.0 out of 10, Exceptional, (132)
"The house was a wonderful space for our family to get together with 7 adults and 3 kids, there was room for a few more if we had wanted! We loved the living room for game time and the connected kitchen and dining area worked well to keep everyone together at meal time. The bedrooms were well laid out and the kitchen had everything we needed to prep. We did rent a pontoon boat from Norway Marina for 3 days during our stay to tour the lake. My only comment relative to the listing...
Private beach, 8 kayaks/canoes, Bocce- perfect for multiple families to share!!

Pet Friendly/Mt. Home/Beau Views/ 3 or more nights 20% DISC!

10.0 out of 10, Exceptional, (37)
"Great long, quiet weekend away that we were looking for. The hosts had the home decorated for Christmas, with a tree and all. Cozy fire, glass of wine, a board game, and amazing mountain and sunset views, truly nothing better. We will definitely be back. "
The price is ¥46,737
¥105,652 total
includes taxes & fees
Jan 12 - Jan 13, 2025
Pet Friendly/Mt. Home/Beau Views/ 3 or more nights 20% DISC!

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

10.0 out of 10, Exceptional, (311)
"In town for a wedding which was 5 minute drive away. The Artist’s Cabin was perfect for the 6 of us, with room for many more. Would return in a heartbeat. Thank you! "
The Artist's Cabin at Powder Ridge Overlooking Sunday River SKI PARKING PASS

5 STAR HOME - Mtn Views, AC, Hot Tub, Firepit, Theater - 10 Mins to Sunday River

10.0 out of 10, Exceptional, (275)
"We stayed here for a minimoon after our wedding and it was perfect. We made good use of the hot tub, grill, and loved the sunset view every night. We loved the convenience of the location. Very comfortable beds as well. Mike was super responsive when we had questions"
5 STAR HOME - Mtn Views, AC, Hot Tub, Firepit, Theater - 10 Mins to Sunday River

Lovely home on Crystal Lake with private dock, lake views, deck, & grill

9.2 out of 10, Wonderful, (28)
"Location and access was perfect. The view is exactly what is shown on line. The space is updated, and modern. Very clean and stocked. Would be a great location for big families."
Lovely home on Crystal Lake with private dock, lake views, deck, & grill

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

9.8 out of 10, Exceptional, (41)
"This was the perfect location to get away for the weekend and celebrate my wife and I’s 10 year anniversary. The property was clean, private, and had great views being on the pond. The hot tub was an added bonus. I would definitely recommend this home and stay here again! "
Lakefront home with lovely lake views - one mile from the casino

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

10.0 out of 10, Exceptional, (26)
"Fun"
9 Bedroom Estate, Sleeps 24, Heated Pool, Hot Tub, Movie Theater, Game Room

The Mansion- Exclusive Private Estate on 5 Pristine Acres

10.0 out of 10, Exceptional, (33)
"The house was AMAZING! Had a wonderful time We had a pretty big group and the house was comfortable enough for all of us including kids and a dog. Did not feel crowded at all. Hosts were wonderful, very accommodating with late check out and asking if we need anything. The views from the house are spectacular, you dont need to go out at all honestly, you would have a good time just enjoying the house amenities and the views, def worth the drive from NY"
The Mansion- Exclusive Private Estate on 5 Pristine Acres

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

10.0 out of 10, Exceptional, (41)
"We just spent the Thanksgiving break at the Birch Lane property and it was a perfect get-away. My family loved all the entertainment accessories from the full sized indoor pool and hot tub to the movie theater, sauna and game room with air hockey and pool table. We had a great time, especially the kids, and look forward to going back again!"
INDOOR POOL, HOT TUB, PRIVATE 86 acre Retreat and Event Space

Fully renovated home with lake view, dock & mooring access, kayaks, & deck

9.6 out of 10, Exceptional, (31)
"Lovely all around. Trees do obstruct view of lake some but still beautiful"
Fully renovated home with lake view, dock & mooring access, kayaks, & deck

Stunning view of Sunday River, Luxurious Home, Hot Tub, Games, Ski

10.0 out of 10, Exceptional, (76)
"Location was great for Suday River , Would return "
Stunning view of Sunday River, Luxurious Home, Hot Tub, Games, Ski

Unique Off-grid stay in the heart of the White Mountain National Forest

6.0 out of 10, (3)
"I liked the stay but there were definitely some big downsides that I struggled to ignore. One of the big ones was having to park meters away from our actual site, which made the process of it all a little more tedious. The grounds weren't well groomed and the house itself had mouse droppings in the top corners and ants all over the place. I appreciated being provided a map of the grounds, and my travel buddy and I took a hike around the place. It was a good breather to get away from social...
The price is ¥10,004
¥13,981 total
includes taxes & fees
Dec 23 - Dec 24
Unique Off-grid stay in the heart of the White Mountain National Forest

Winter Park Lodge | 4 Bed, 3 Bath

10.0 out of 10, Exceptional, (22)
"The property was as advertised. My wife and i enjoyed our time here."
Winter Park Lodge | 4 Bed, 3 Bath

5 STAR Magical Waterfront Cabin on Papoose Pond! 25 Minutes to Sunday River.

10.0 out of 10, Exceptional, (50)
"This was my 4th year there And it always feels like coming home. Highly recommend these host and their home. "
5 STAR Magical Waterfront Cabin on Papoose Pond! 25 Minutes to Sunday River.

Alpine Lodge- Beautiful New Home Minutes to Swim, Hiking, Bike

10.0 out of 10, Exceptional, (8)
"We were a a group of 7 riders from NJ and the house was beautiful, comfy and very clean. While 90% of the time was spent riding, getting home to this place made it all the more special. Near 2 breweries ( 5 min away ) and with lots of privacy and amenities ( hot tub was awesome ), I def recommend and will save this place for future visits ! Thank you ! "
Alpine Lodge- Beautiful New Home Minutes to Swim, Hiking, Bike

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

10.0 out of 10, Exceptional, (3)
"The house was extremely well stocked and well organized. Caroline was a great and communicative host checking in and ensuring everything went well as necessary throughout our stay. There was more than enough room for everyone in our group of 14 to sleep. Plenty of great games both indoor and outdoor at the house. The local area guide was a very useful addition as well. "
Sleeps 20 | Hot Tub | Game Room | Fire Pit |4500SF

Unique Off-grid stay in the heart of the White Mountain National Forest

8.0 out of 10, Very Good, (12)
"Justin’s directions to the property are SPOT ON. It is very easy to get to using the description. The tipi was wonderful! The site was a good size and the access to the trails nearby were a bonus. The wood oven stove was clean and in good condition. Everything went off without a hitch honestly. Very fun!"
The price is ¥10,942
¥16,694 total
includes taxes & fees
Dec 23 - Dec 24
Unique Off-grid stay in the heart of the White Mountain National Forest

Adult Themed get-a-way! Centrally located to ski mountains, Oxford Casino, OPS.

7.8 out of 10, Good, (14)
"This is my second time staying here and the home is amazing and super cozy. Very clean and easy access. The kitchen is full of appliances which allows for cooking very easy and convenient "
The price is ¥19,539
¥29,305 total
includes taxes & fees
Dec 23 - Dec 24
Adult Themed get-a-way! Centrally located to ski mountains, Oxford Casino, OPS.

Cabin between Two Lakes -Private Beach on Moose Pond Minutes to Pleasant Mt Ski

10.0 out of 10, Exceptional, (21)
"This is the second time we stayed at this property and we hope to stay again. The home is clean, comfortable, and roomy. It has a well stocked kitchen. The bedrooms have very comfortable beds. The home had plenty of room for our family of 6. The host is very accommodating and responsive. We feel very fortunate to have found this rental home. If lucky enough, we hope to be able to stay here again! "
Cabin between Two Lakes -Private Beach on Moose Pond Minutes to Pleasant Mt Ski

Cozy Thompson Lake Cabin w/ Boat Dock & Launch

9.0 out of 10, Wonderful, (7)
"Loved the property and the ability to jump on my boat and fish at any hour of the day. The views were great and the house was great."
Cozy Thompson Lake Cabin w/ Boat Dock & Launch
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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Other types of properties in Greenwood you may be interested in

Jordan Hotel

3.0 star property
8.4 out of 10, Very Good, (255)
"this property is awesome! the ski in ski out access was great and the pool was amazing "
The price is ¥35,873
¥43,699 total
includes taxes & fees
Jan 2 - Jan 3, 2025
Jordan Hotel

Oxford Casino Hotel

3.0 star property
8.8 out of 10, Excellent, (935)
"The property is ideal if you are just visiting the casino. There is only one restaurant on site that doesn't allow take out and a snack counter. If you want anything else you will have to drive a fair distance to get to anything else. "
The price is ¥16,621
¥18,117 total
includes taxes & fees
Dec 23 - Dec 24
Oxford Casino Hotel

Hampton Inn Oxford

2.5 star property
8.8 out of 10, Excellent, (1003)
"friendly "
The price is ¥17,139
¥18,682 total
includes taxes & fees
Dec 30 - Dec 31
Hampton Inn Oxford
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.

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?

Lovely home on Crystal Lake with private dock, lake views, deck, & grill: You might want to consider this vacation home rental near Greenwood, which is located on a lake and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many vacation rentals will I find in Greenwood?

With 20 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 Snow Falls. 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.