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!!

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!!

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

10.0 out of 10, Exceptional, (78)
"We had 4 families stay and had plenty of space. The game room downstairs and the bunk bed room was nice for a kids’ space. Ample room upstairs and in the kitchen for social space. We all enjoyed the stay. "
Stunning view of Sunday River, Luxurious Home, Hot Tub, Games, Ski

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

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

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

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

10.0 out of 10, Exceptional, (39)
"Everything was perfect."
The price is HK$1,548
HK$4,473 total
includes taxes & fees
2 Feb - 3 Feb
Pet Friendly/Mt. Home/Beau Views/ 3 or more nights 20% DISC!

The Lone Star Chalet- Hot Tub, AC, Pool Table- Minutes from Sunday River

9.8 out of 10, Exceptional, (10)
"It’s a beautiful spot to get all around landscapes of Maine. Hiking and waterfalls and places to relax. "
The Lone Star Chalet- Hot Tub, AC, Pool Table- Minutes from Sunday River

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

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

Secluded dog-friendly getaway with hot tub, game room, firepit, mountain views

8.8 out of 10, Excellent, (33)
"House was clean and had plenty of amenities for 10 guests such as towels, beds/ pillows, parking spots and kitchen utensils. Quiet secluded property with awesome Mountain View’s. "
Secluded dog-friendly getaway with hot tub, game room, firepit, mountain views

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

10.0 out of 10, Exceptional, (277)
"House was clean and just as advertised - beautiful veiws and cozy house. We stayed with 2 families (10 people) and the house was very nice. Mike was great and responded right away. Fridge wasn't cold when we got there and reached out to him and he responded right away and it was cold shortly after. House was perfect for a ski vacation. We would stay there again. 10 mins from mountain and great for a large group (or small) "
The price is HK$3,346
HK$6,352 total
includes taxes & fees
30 Jan - 31 Jan
5 STAR HOME - Mtn Views, AC, Hot Tub, Firepit, Theater - 10 Mins to Sunday River

Winter Park Lodge | 4 Bed, 3 Bath

10.0 out of 10, Exceptional, (24)
"Everything was as advertised. Hot tub was great. We opened it up it said 100 degrees. When we got out 40 minutes later, it was still at 100. Skied Sunday River two days. Used our YouTube TV to watch football. "
Winter Park Lodge | 4 Bed, 3 Bath

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
23 Jan - 24 Jan
Unique Off-grid stay in the heart of the White Mountain National Forest

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 ! "
The price is HK$4,855
HK$8,341 total
includes taxes & fees
27 Jan - 28 Jan
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, (4)
"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. "
The price is HK$21,656
HK$29,787 total
includes taxes & fees
18 Feb - 19 Feb
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 HK$545
HK$831 total
includes taxes & fees
23 Jan - 24 Jan
Unique Off-grid stay in the heart of the White Mountain National Forest

Lakefront Cottage: Boat Dock, Patio & Kayaks!

3.0 star property
Lakefront Cottage: Boat Dock, Patio & Kayaks!

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
8.6 out of 10, Excellent, (281)
"Exceptional service and amenities at The Jordan. Expedia booking did not match availability, so our room was too small. Hotel tried to accommodate. "
The price is HK$1,581
HK$1,925 total
includes taxes & fees
4 Feb - 5 Feb
Jordan Hotel

Snow Cap Inn

2.5 star property
8.8 out of 10, Excellent, (250)
"Recommended"
The price is HK$959
HK$1,168 total
includes taxes & fees
4 Feb - 5 Feb
Snow Cap Inn

Oxford Casino Hotel

3.0 star property
8.8 out of 10, Excellent, (945)
"Everything was great and the entire staff was very friendly and ready to help with anything !"
The price is HK$827
HK$902 total
includes taxes & fees
23 Jan - 24 Jan
Oxford Casino 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?

Stunning view of Sunday River, Luxurious Home, Hot Tub, Games, Ski: This holiday home rental outside of Greenwood is located in the mountains, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

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 Snow Falls. While here, Mt. Abram and Tucker's Tumble Glades are other places worth a visit.

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.