Photo by Robbie Martin

Greenwood Holiday Rentals

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Holiday 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, table football, ping pong

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 HK$1,549
HK$4,288 total
includes taxes & fees
2 Dec - 3 Dec
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, books

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 HK$973
HK$1,459 total
includes taxes & fees
26 Nov - 27 Nov
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 HK$498
HK$696 total
includes taxes & fees
26 Nov - 27 Nov
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 HK$545
HK$831 total
includes taxes & fees
26 Nov - 27 Nov
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!
Private kitchen

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)
"Convenient if going to casino and ease of returning to the room "
The price is HK$748
HK$816 total
includes taxes & fees
2 Dec - 3 Dec
Oxford Casino Hotel
Hampton Inn Oxford
Restaurant

Hampton Inn Oxford

2.5 star property
8.8 out of 10, Excellent, (1006)
"Noisy neighbors, dog barking and car alarm in middle of night"
The price is HK$854
HK$930 total
includes taxes & fees
1 Dec - 2 Dec
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 HK$1,277
HK$1,555 total
includes taxes & fees
27 Nov - 28 Nov
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.
Beautiful view of the beach with palm trees

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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?

INDOOR POOL, HOT TUB, PRIVATE 86 acre Retreat and Event Space: This holiday home rental outside of Greenwood is located on a river, and has an outdoor pool, a balcony and a BBQ 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 that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many holiday rentals will I find in Greenwood?

With 22 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. In the wider area, you’ll find Mt. Abram and Pennesseewassee lake.

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.