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Greenwood Vacation Rentals

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Vacation Rentals in Greenwood

Private beach, 8 kayaks/canoes, Bocce- perfect for multiple families to share!!
Fridge, microwave, oven, stovetop
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!!
INDOOR POOL, HOT TUB, PRIVATE 86 acre Retreat and Event Space
Smart TV, foosball, table tennis
INDOOR POOL, HOT TUB, PRIVATE 86 acre Retreat and Event Space
10.0 out of 10, Exceptional, (40)
"Absolutely amazing property! The hosts are gracious and very quick to reply to you. Will definitely be back!"
INDOOR POOL, HOT TUB, PRIVATE 86 acre Retreat and Event Space
Pet Friendly/Mt. Home/Beau Views/ 3 or more nights 20% DISC!
Exterior
Pet Friendly/Mt. Home/Beau Views/ 3 or more nights 20% DISC!
10.0 out of 10, Exceptional, (35)
"We had an incredible stay! The place exceeded our expectations with breathtaking views that made every morning a delight. The hot tub was a wonderful bonus, perfect for relaxing in the evenings after exploring. The fire pit added such a cozy touch, ideal for gathering around and enjoying the outdoors. The whole place was spotless and well-maintained, making it feel even more welcoming. Every detail was thoughtfully prepared, ensuring a truly comfortable and enjoyable stay. Highly recommend to...
The price is ￥30,678
￥84,928 total
includes taxes & fees
Dec 3 - Dec 4
Pet Friendly/Mt. Home/Beau Views/ 3 or more nights 20% DISC!
Lovely home on Crystal Lake with private dock, lake views, deck, & grill
TV, fireplace
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
9 Bedroom Estate, Sleeps 24, Heated Pool, Hot Tub, Movie Theater, Game Room
Outdoor pool, a heated pool
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
Winter Park Lodge | 4 Bed, 3 Bath
Fridge, microwave, oven, stovetop
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
Lakefront home with lovely lake views - one mile from the casino
Exterior
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
The Mansion- Exclusive Private Estate on 5 Pristine Acres
Lobby
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
Adult Themed get-a-way! Centrally located to ski mountains, Oxford Casino, OPS.
Bar (on property)
Adult Themed get-a-way! Centrally located to ski mountains, Oxford Casino, OPS.
7.6 out of 10, Good, (13)
"My husband and I came for our honeymoon and had an absolutely amazing time. Everything was working perfectly and the shower pressure is immaculate. The bathtub is an absolute must if you plan on staying! Definitely a well worth it adult get-away. "
The price is ￥19,270
￥28,734 total
includes taxes & fees
Nov 24 - Nov 25
Adult Themed get-a-way! Centrally located to ski mountains, Oxford Casino, OPS.
The Farmhouse at Bryant Pond
Exterior
The Farmhouse at Bryant Pond
10.0 out of 10, Exceptional, (42)
"We celebrated my fathers 90th over a gorgeous September weekend. The number of beds and rooms was perfect. The beds are comfortable which is a must at a rental. The fire pit out front was wonderful and we appreciated that the wood was included. The lake is gorgeous! Such an easy walk. Loved the kayaks. Our only suggestion would be to upgrade the array of kitchen equipment. Having 2 fridges and dishwashers was great. But the array of pots and pans was challenging. Thankfully we were mostly...
The Farmhouse at Bryant Pond
Fully renovated home with lake view, dock & mooring access, kayaks, & deck
Miscellaneous
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
Unique Off-grid stay in the heart of the White Mountain National Forest
Property map
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 ￥9,866
￥13,788 total
includes taxes & fees
Nov 23 - Nov 24
Unique Off-grid stay in the heart of the White Mountain National Forest
WATERFRONT ON LONG LAKE
Exterior
WATERFRONT ON LONG LAKE
10.0 out of 10, Exceptional, (8)
"The Deck House was a great spot for our family vacation this year. We had a large group of adults + 1 baby and there was plenty of room to spread out. The kitchen was perfect for cooking large meals with two fridges and a large range/oven. Lots of space for yard games and great fishing and kayaking spot. Everything was clean and beds were very comfortable. "
WATERFRONT ON LONG LAKE
5 STAR Magical Waterfront Cabin on Papoose Pond! 25 Minutes to Sunday River.
2 bedrooms, iron/ironing board, WiFi, bed sheets
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.
Sleeps 20 | Hot Tub | Game Room | Fire Pit |4500SF
Exterior
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
Property map
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 ￥10,791
￥16,464 total
includes taxes & fees
Nov 23 - Nov 24
Unique Off-grid stay in the heart of the White Mountain National Forest
Stunning view of Sunday River, Luxurious Home, Hot Tub, Games, Ski
A heated pool
Stunning view of Sunday River, Luxurious Home, Hot Tub, Games, Ski
10.0 out of 10, Exceptional, (75)
"We had a great time staying at this property. The house was well stocked and had everything that we needed. The views from the living rooms and decks were outstanding and created a wonderful backdrop for a relaxing weekend. "
Stunning view of Sunday River, Luxurious Home, Hot Tub, Games, Ski
Lakefront Cottage: Boat Dock, Patio & Kayaks!
Cottage (2 Bedrooms) | Private kitchen | Oven, stovetop, cookware/dishes/utensils, spices
Lakefront Cottage: Boat Dock, Patio & Kayaks!
3.0 star property
Lakefront Cottage: Boat Dock, Patio & Kayaks!
Cozy Thompson Lake Cabin w/ Boat Dock & Launch
TV, fireplace, DVD player
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
Cabin between Two Lakes -Private Beach on Moose Pond Minutes to Pleasant Mt Ski
Miscellaneous
Cabin between Two Lakes -Private Beach on Moose Pond Minutes to Pleasant Mt Ski
10.0 out of 10, Exceptional, (20)
"Cabin between two lakes was a welcome, peaceful respite. My nephew (13) and I had a great time hanging out and exploring the Bridgton area. Kerry was amazingly patient with a couple of my silly questions and was very responsive. We would stay again and recommend to others for sure! "
Cabin between Two Lakes -Private Beach on Moose Pond Minutes to Pleasant Mt Ski
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

Oxford Casino Hotel
Front of property
Oxford Casino Hotel
3.0 star property
8.8 out of 10, Excellent, (926)
"We were extremely satisfied with our hotel room, large, clean and comfortable. The casino was clean and had a great selection of slot machines to choose from. Staff were very helpful and friendly. We look forward to staying there again. "
The price is ￥15,428
￥16,817 total
includes taxes & fees
Dec 16 - Dec 17
Oxford Casino Hotel
Hampton Inn Oxford
Restaurant
Hampton Inn Oxford
2.5 star property
8.8 out of 10, Excellent, (1000)
"Noisy neighbors, dog barking and car alarm in middle of night"
The price is ￥16,904
￥18,426 total
includes taxes & fees
Dec 3 - Dec 4
Hampton Inn Oxford
Jordan Hotel
Exterior
Jordan Hotel
3.0 star property
8.4 out of 10, Very Good, (250)
"The employees were super friendly and helpful, and the mocktails were very yumy.."
The price is ￥23,481
￥28,603 total
includes taxes & fees
Nov 24 - Nov 25
Jordan Hotel
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?

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. 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 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 Papoose Pond. In the larger area, you’ll find Mt. Abram and Pennesseewassee lake.

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.