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Greenwood Holiday Rentals

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Check prices for these dates

Tonight
14 Dec - 15 Dec
Tomorrow
15 Dec - 16 Dec
Next weekend
19 Dec - 21 Dec
In two weeks
26 Dec - 28 Dec

Our top choices for Greenwood holiday rentals

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

Holiday Home in Hanover

INDOOR POOL, HOT TUB, PRIVATE 86 acre Retreat and Event Space
10.0 out of 10, Exceptional, (59)
"Amazing!! Memories we will reminisce on forever. Thank you so much we are very grateful!! "
United States
Michael C.
INDOOR POOL, HOT TUB, PRIVATE 86 acre Retreat and Event Space
Smart TV, fireplace, table football
Sunday River Lakefront Grand Cabin, Sleeps 20, Hot tub, fire pit, pets welcome

Cabin in Unorganized Territory of South Oxford

Sunday River Lakefront Grand Cabin, Sleeps 20, Hot tub, fire pit, pets welcome
9.8 out of 10, Exceptional, (28)
"Excellent venue for family reunion. Lake has good water. Lots of boats came with the rental. Unusually long stretch of lakefront."
United States
Matthew L.
Sunday River Lakefront Grand Cabin, Sleeps 20, Hot tub, fire pit, pets welcome
Beach
5BR Ski house - 3 miles south of downtown Bethel

Holiday Home in Albany Township

5BR Ski house - 3 miles south of downtown Bethel
9.6 out of 10, Exceptional, (88)
"This house was great for our family of 7 adults, 2 Children & Dog, with plenty of extra space. Kitchen was very spacious, table sat all of us with ample room. They have a big fire pit & Hot Tub that we used every night & a large dock that we fished off. (Fishing was great)! Would def rent again!"
United States
Barbara Z.
5BR Ski house - 3 miles south of downtown Bethel
Exterior
Lakefront Log Home 12 feet Away from Lake

Cabin in Bridgton

Lakefront Log Home 12 feet Away from Lake
10.0 out of 10, Exceptional, (64)
"great commication and amazing cabin "
United States
Matthew A.
The price is HK$2,943
HK$4,336 total
includes taxes & fees
15 Dec - 16 Dec
Lakefront Log Home 12 feet Away from Lake
Outdoor spa tub
Mtn View, Sleeps 20, Hot Tub, Firepit, Wood Stove, Theater, Workspace, Bar, Gym

Holiday Home in Bethel

Mtn View, Sleeps 20, Hot Tub, Firepit, Wood Stove, Theater, Workspace, Bar, Gym
10.0 out of 10, Exceptional, (19)
"Our family vacation stay at Mike place in Bethel was excellent. Definitely recommend the fabulous home and mountain views. The pictures do not truly capture how nice everything is. "
United States
vern s.
Mtn View, Sleeps 20, Hot Tub, Firepit, Wood Stove, Theater, Workspace, Bar, Gym
Interior
Beautiful Chalet to Enjoy All Four Seasons

Chalet in Bethel

Beautiful Chalet to Enjoy All Four Seasons
10.0 out of 10, Exceptional, (86)
"Great layout on a very quiet road"
United States
Weston D.
Beautiful Chalet to Enjoy All Four Seasons
Exterior
Rediker Retreat- Authentic Riverfront Luxury Log Home

Holiday Home in Newry

Rediker Retreat- Authentic Riverfront Luxury Log Home
10.0 out of 10, Exceptional, (95)
"Nice home, very kid and dog friendly, enjoyed tubing down the river in front of the cabin. "
United States
Nancy F.
Rediker Retreat- Authentic Riverfront Luxury Log Home
Smart TV, fireplace, books, video library
"Spacious Maine Retreat near Sunday River with Hot Tub, Fire Pit & Pet-Friendly!

Holiday Home in Newry

"Spacious Maine Retreat near Sunday River with Hot Tub, Fire Pit & Pet-Friendly!
9.6 out of 10, Exceptional, (139)
"House was nice and we would definitely stay again"
United States
debra m.
"Spacious Maine Retreat near Sunday River with Hot Tub, Fire Pit & Pet-Friendly!
Outdoor dining
Waterfront, dog-friendly home on 12+ acres with dock, hot tub & sunset views

Holiday Home in Poland

Waterfront, dog-friendly home on 12+ acres with dock, hot tub & sunset views
9.8 out of 10, Exceptional, (15)
"Great location on Thompson lake! Nice dock and swim platform plus sandy beach area. "
United States
Julie W.
Waterfront, dog-friendly home on 12+ acres with dock, hot tub & sunset views
Exterior
Sleeps 20 | Hot Tub | Game Room | Fire Pit |4500SF

Chalet in Newry

Sleeps 20 | Hot Tub | Game Room | Fire Pit |4500SF
10.0 out of 10, Exceptional, (9)
"We stayed here last year and just had to come back!! I have no complaints honestly, communication was great! Check in was easy and so was check out. House was super clean walking in & hot tub as well. 10/10 thank you so much Caroline ! "
United States
Amanda U.
Sleeps 20 | Hot Tub | Game Room | Fire Pit |4500SF
Interior
The Artist's Cabin at Powder Ridge Overlooking Sunday River SKI PARKING PASS

Holiday Home in Newry

The Artist's Cabin at Powder Ridge Overlooking Sunday River SKI PARKING PASS
10.0 out of 10, Exceptional, (331)
"House was great for what we needed. Everyone had a great time staying there. View was unbelievable. Short distance from Sunday River. "
United States
Shawn J.
The Artist's Cabin at Powder Ridge Overlooking Sunday River SKI PARKING PASS
Exterior
Stunning views, luxurious home, heated pool, hot tub, games

Holiday Home in Newry

Stunning views, luxurious home, heated pool, hot tub, games
10.0 out of 10, Exceptional, (91)
"Gorgeous property! Fun for all ages! We had an incredible time!"
United States
Megan H.
Stunning views, luxurious home, heated pool, hot tub, games
Terrace/patio
Secluded dog-friendly getaway with hot tub, game room, firepit, mountain views

Holiday Home in Newry

Secluded dog-friendly getaway with hot tub, game room, firepit, mountain views
8.8 out of 10, Excellent, (44)
"Great views and location if you are looking for a part of Maine not super coastal and touristy."
United States
Krystal F.
Secluded dog-friendly getaway with hot tub, game room, firepit, mountain views
Smart TV, fireplace
Private Log Cabin with an AMAZING VIREW!!! Hot Tub and Sleeps up to 14

Holiday Home in Gilead

Private Log Cabin with an AMAZING VIREW!!! Hot Tub and Sleeps up to 14
9.6 out of 10, Exceptional, (60)
"We had a wonderful time with family. The house was amazing, well stocked kitchen, the beds were comfortable, and the views tied it all together. Thank you!"
United States
Diane L.
Private Log Cabin with an AMAZING VIREW!!! Hot Tub and Sleeps up to 14
Property grounds
WATERFRONT ON LONG LAKE

Holiday Home in HARRISON

WATERFRONT ON LONG LAKE
9.8 out of 10, Exceptional, (10)
"Great place, everything was clean. There is a ton of room, the place is bigger in person. Overall it was a great place for the weekend."
United States
David D.
WATERFRONT ON LONG LAKE
1 bedroom, iron/ironing board, travel cot, free WiFi
Barn on Pleasant-<br>walk to town <br>NO EXTRA FEES

Condo in Bridgton

Barn on Pleasant-<br>walk to town <br>NO EXTRA FEES
10.0 out of 10, Exceptional, (18)
"Stay was great, as advertised."
United States
Mary Campbell K.
The price is HK$1,063
HK$1,328 total
includes taxes & fees
15 Dec - 16 Dec
Barn on Pleasant-<br>walk to town <br>NO EXTRA FEES
Exterior
Cedar&Stone: Cozy cabin in the Western Maine Mountains. Skiing, hiking, biking

Holiday Home in Bethel

Cedar&Stone: Cozy cabin in the Western Maine Mountains. Skiing, hiking, biking
8.8 out of 10, Excellent, (3)
"Everything was very clean and we felt immediately welcomed by an adorable letter board beside a bowl of snacks in the kitchen. The beds were comfortable and, despite the lack of air conditioning, the temperature felt perfect inside and if we had wanted to cool off there was an openable window in the master bedroom. The board games (we had a blast with the spider-man monopoly) and coffee bar were a welcomed addition as well that we were thankful for! The area around the property is exceptionally...
United States
Olivia R.
The price is HK$1,716
HK$2,626 total
includes taxes & fees
16 Dec - 17 Dec
Cedar&Stone: Cozy cabin in the Western Maine Mountains. Skiing, hiking, biking
Outdoor pool, a heated pool
Sunday River Ski In Ski Out Locke Mountain condo with Pool Jacuzzi

Apartment in Newry

Sunday River Ski In Ski Out Locke Mountain condo with Pool Jacuzzi
9.8 out of 10, Exceptional, (57)
"Great location for our family of 4 with ski in/out convenience. Host was easy to communicate with and made check in/out a breeze. "
United States
Sean M.
The price is HK$2,219
HK$3,250 total
includes taxes & fees
30 Dec - 31 Dec
Sunday River Ski In Ski Out Locke Mountain condo with Pool Jacuzzi
TV, fireplace, video games, table football
Ski-in/out, dog-friendly townhome with mountain views, hot tub & pool

Condo in Newry

Ski-in/out, dog-friendly townhome with mountain views, hot tub & pool
9.6 out of 10, Exceptional, (17)
"They've got everything covered. Super comfortable place for the family to relax and spend some time together. This was our second visit and we're looking forward to going back in February for our third! Love love love it!"
United States
Jane G.
Ski-in/out, dog-friendly townhome with mountain views, hot tub & pool
Outdoor pool, a heated pool
9 Bedroom Estate, Sleeps 24, Heated Pool, Hot Tub, Movie Theater, Game Room

Holiday Home in Newry

9 Bedroom Estate, Sleeps 24, Heated Pool, Hot Tub, Movie Theater, Game Room
10.0 out of 10, Exceptional, (32)
"Had a great time in the mountains. Beds were comfy and pool/hot tub was great!"
United States
jay m.
9 Bedroom Estate, Sleeps 24, Heated Pool, Hot Tub, Movie Theater, Game Room
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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Top Greenwood Hotel Reviews

Hampton Inn Oxford

Hampton Inn Oxford

10/10 Excellent
"Yes"
terry 1-night trip
Posted 5 days ago
Hampton Inn Oxford

Find out more about Greenwood

Search for holiday rentals in Greenwood on Expedia! You can easily find your home rentals, villas, holiday apartments in Greenwood using one of the methods below:

  • View our selection of featured holiday rentals in Greenwood
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  • Enter your travel dates to view the best deals on holiday rentals in Greenwood while they last

Look no further and take a look at our great range of rental properties in Greenwood!

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. 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.