Photo by Robbie Martin

Greenwood Holiday Rentals

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Holiday Rentals in Greenwood

Living area
Lovely home on Crystal Lake with private dock, lake views, deck, & grill
9.0 out of 10, Wonderful, (18)
"This is an ideal location for a fun getaway for any season. Plenty of room for a large/extended family. While there is a road between the house and lake it didn’t detract from the experience at all. Pro tip, in cooler seasons turn on the ceiling fans to push the warmer air down. Otherwise the main room will feel cold. The dock is slightly off level and a couple doors don’t latch completely but those are just signs of a well loved camp."
Lovely home on Crystal Lake with private dock, lake views, deck, & grill
Aerial view
Pet Friendly/Mt. Home/Beau Views/ 3 or more nights 20% DISC!
10.0 out of 10, Exceptional, (26)
"We only had a very brief stay, alas, but made the most of the opportunity as best we could. A few updates are needed with the introductory welcome materials and equipment information that will be easy but useful to correct. Glad we had a chance to pause in western Maine, with a view of close mountains and the distant Presidential Range in NH. A couple of kitchen tweaks will be helpful for our cooking happy selves, though we enjoyed the spacious kitchen with adequate equipment, beautiful place...
The price is NZ$910
includes taxes & fees
17 May - 18 May
Pet Friendly/Mt. Home/Beau Views/ 3 or more nights 20% DISC!
Bar (on property)
Adult Themed get-a-way! Centrally located to ski mountains, Oxford Casino, OPS.
6.4 out of 10, (5)
"We had a great stay! I had questions about how to check in and the host was very quick with a response. Plenty of parking. Definitely will stay again! "
The price is NZ$310
includes taxes & fees
19 May - 20 May
Adult Themed get-a-way! Centrally located to ski mountains, Oxford Casino, OPS.
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Outdoor pool, a heated pool
9 Bedroom Estate, Sleeps 24, Heated Pool, Hot Tub, Movie Theater, Game Room
10.0 out of 10, Exceptional, (21)
"What a great house for a large group. We highly recommend! Clean, fantastic set up. Well supplied. Fantastic views. Awesome place. We loved it and hope to rebook again."
The price is NZ$1,945
includes taxes & fees
27 May - 28 May
9 Bedroom Estate, Sleeps 24, Heated Pool, Hot Tub, Movie Theater, Game Room
Exterior
WATERFRONT ON LONG LAKE
10.0 out of 10, Exceptional, (6)
"We enjoyed our Thanksgiving stay at this nice house. The location on the shore of the Long Lake is fantastic. The house is huge and was good for our large group. Being a group of French people, we appreciated the well equipped kitchen. The communication with Eric, the property manager, was excellent."
WATERFRONT ON LONG LAKE
Sun-loungers, beach towels
Swim, Kayak, lawn games. Walk to ice cream. Live Theatre , firepit smores!
10.0 out of 10, Exceptional, (79)
"Second time at this rental and more to come - lovely home, awesome host, and a great area!"
Swim, Kayak, lawn games. Walk to ice cream. Live Theatre , firepit smores!
Exterior
Lakefront home with lovely lake views - one mile from the casino
9.8 out of 10, Exceptional, (31)
"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
Property grounds
5 STAR HOME - Mtn Views, AC, Hot Tub, Firepit, Theater - 10 Mins to Sunday River
10.0 out of 10, Exceptional, (266)
"It’s a beautiful house and so comfortable. We didn’t want to leave but we had so much fun."
5 STAR HOME - Mtn Views, AC, Hot Tub, Firepit, Theater - 10 Mins to Sunday River
Smart TV, fireplace
Lakeside house with a separate bunkhouse
9.0 out of 10, Wonderful, (6)
"We had a great stay on Tripp Lake. House was clean and well cared for and we were surprised and pleased there was AC in the main bedroom. The location was unbeatable — back door was literally steps from the lake and the lake was the star of the trip. We spent the day on the deck, on the dock, or in the water. Host was available and helpful. Would come again!"
Lakeside house with a separate bunkhouse
Interior
2 miles within Sunday river, mountain side house
9.8 out of 10, Exceptional, (24)
"It was a perfect weekend retreat!"
2 miles within Sunday river, mountain side house
Terrace/patio
Lakefront Home with High-Speed WiFi, Lake View, Dock, Washer/Dryer, and Kayak
9.2 out of 10, Wonderful, (24)
"Most enjoyable setting with waterfront views of fall foliage and local wildlife."
Lakefront Home with High-Speed WiFi, Lake View, Dock, Washer/Dryer, and Kayak
Smart TV, fireplace, video games, table football
The Mansion- Exclusive Private Estate on 5 Pristine Acres
10.0 out of 10, Exceptional, (23)
"Beautiful property, unique home. Made our stay feel like a retreat"
The Mansion- Exclusive Private Estate on 5 Pristine Acres
Fridge, microwave, oven, stovetop
Winter Park Lodge- Private Chalet
10.0 out of 10, Exceptional, (16)
"I rented the house for my son and his friends for a birthday weekend. We thoroughly enjoyed the house. It was comfortable and well stocked with everything you would need. I would highly recommend this house!"
Winter Park Lodge- Private Chalet
Fridge, microwave, oven, stovetop
Cozy Cabin in the White Mountains of Maine
10.0 out of 10, Exceptional, (4)
"Clean, peaceful just beautiful"
Cozy Cabin in the White Mountains of Maine
Terrace/patio
Chalet in Western Maine, Fireplace, Fire pit, sleeps 6
10.0 out of 10, Exceptional, (15)
"Great rental house for 6. Property was clean and well maintained, amnesties were what we needed. Self check-in/out process was too easy. Looking forward to revisiting in the future."
Chalet in Western Maine, Fireplace, Fire pit, sleeps 6
Fridge, microwave, oven, stovetop
River Ridge Lodge with Hot Tub
10.0 out of 10, Exceptional, (12)
"Clean and well equipped"
River Ridge Lodge with Hot Tub
Property grounds
Fully renovated home with lake view, dock & mooring access, kayaks, & deck
9.6 out of 10, Exceptional, (21)
"Our boys were here for a national roller hockey tournament and this was the perfect place for parents to stay near where the team was staying. It was very clean, and was fully stocked for us to eat, sleep and relax during our down times during our stay. We didn’t have time to enjoy the lake but did take a stoll down the enjoy the beauty. It was my husband and I and another dad and we had plenty of space for the 3 of us. We got in very late and had an issue getting in (our fault) and the host...
Fully renovated home with lake view, dock & mooring access, kayaks, & deck
Smart TV
ECLIPSE SPECIAL!!! INDOOR POOL, HOT TUB, PRIVATE sleeps 18
10.0 out of 10, Exceptional, (27)
"Fantastic property, as advertised and even better than pictures indicated. Would stay again and highly recommend for large group skiing or playing golf in surrounding area."
ECLIPSE SPECIAL!!! INDOOR POOL, HOT TUB, PRIVATE sleeps 18
Fridge, microwave, oven, stovetop
Lakefront, dog-friendly home with dock, kayaks, SUPs, canoe, huge deck & firepit
9.4 out of 10, Exceptional, (14)
"This is the second year we have stayed at this home for our winter holiday. We have enjoyed our visits and found the home to have everything we need. We were pleased to find the fireplace in working order, even though we received a note that it was not working. That and the large kitchen are the natural gathering spots for our family. Watching the ice fishing on the lake is an added bonus. Thank you for sharing this lovely property. We'll be back!"
Lakefront, dog-friendly home with dock, kayaks, SUPs, canoe, huge deck & firepit
Property grounds
Stunning view of Sunday River, Luxurious Home, Hot Tub, Games, Ski
10.0 out of 10, Exceptional, (64)
"We loved our stay! This house is beautiful and has everything needed for a wonderful ski vacation. So close to skiing. Views are incredible. Very clear instructions. Kitchen well equipped so that you can cook in the home. Kids had so much fun in the game room. We would love to stay again! Thank you for your hospitality!"
Stunning view of Sunday River, Luxurious Home, Hot Tub, Games, Ski
Don't see what you're looking for?
See all available properties in Greenwood
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.

Other types of properties in Greenwood you may be interested in

Restaurant
Hampton Inn Oxford
2.5 star property
9.0 out of 10, Wonderful, (992)
"The staff were all extremely friendly and the common areas were kept immaculately clean. "
The price is NZ$214
includes taxes & fees
19 May - 20 May
Hampton Inn Oxford
Front of property
Oxford Casino Hotel
3.0 star property
8.6 out of 10, Excellent, (755)
"Great "
The price is NZ$204
includes taxes & fees
13 May - 14 May
Oxford Casino Hotel
Exterior
Jordan Hotel
3.0 star property
8.4 out of 10, Very good, (213)
"Great spot!!"
The price is NZ$346
includes taxes & fees
13 May - 14 May
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 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?

Lovely home on Crystal Lake with private dock, lake views, deck, & grill: This holiday home rental outside of Greenwood is located on a lake, and has a fireplace, a patio and a BBQ 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. You and your friends and family can relax into your holiday with amenities such as a garden.

How many holiday rentals will I find in Greenwood?

With 24 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 Pennesseewassee lake. In the wider area, you’ll find Mt. Abram and Oxford Plains Speedway.

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.