Photo by Robbie Martin

Greenwood Vacation Rentals

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Vacation Rentals in Greenwood

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

10.0 out of 10, Exceptional, (41)
"We absolutely loved staying here. The views are stunning and the hot tub under the stars was perfect after a day of skiing. We had everything we needed and were very comfortable. "
The price is ¥23,963
¥82,024 total
includes taxes & fees
Apr 16 - Apr 17
Pet Friendly/Mt. Home/Beau Views/ 3 or more nights 20% DISC!

Adult Themed get-a-way! Centrally located to ski mountains, Oxford Casino, OPS.

8.0 out of 10, Very Good, (15)
"The room was spacious with fun decor. Having the jacuzzi tub in the room was a bonus as was the full kitchen. We were bummed the attached bar/pub was closed as it looked fun and we had hoped to hang out there. "
The price is ¥15,825
¥24,642 total
includes taxes & fees
Mar 26 - Mar 27
Adult Themed get-a-way! Centrally located to ski mountains, Oxford Casino, OPS.

Sunday River Ski In Ski Out Locke Mountain condo with Pool Jacuzzi

9.8 out of 10, Exceptional, (57)
"Overall a good experience. A true ski in and ski out. Shower water pressures was good, need to update the flat ware and chill wearalways a bonus!"
Sunday River Ski In Ski Out Locke Mountain condo with Pool Jacuzzi

Chalet with new Hot Tub, 3 min to Sunday River ski lifts!

9.4 out of 10, Exceptional, (23)
"We had a wonderful time on our quick trip up to Sunday River. This place is so close! The hot tub after a long day on the slopes was perfect! We also got to bring along our pup and she was comfortable during her stay as well! We had a great time! "
The price is ¥28,183
¥64,299 total
includes taxes & fees
Mar 27 - Mar 28
Chalet with new Hot Tub, 3 min to Sunday River ski lifts!

Whispering Waters Farmhouse/Barn

Whispering Waters Farmhouse/Barn

Epic Views, GameRm+Theatre, HTub, Sauna, 9mi Sunday River

Epic Views, GameRm+Theatre, HTub, Sauna, 9mi Sunday River

Riverfront Ski Chalet Cabin only minutes to Sunday River Resort & Trails Galore!

10.0 out of 10, Exceptional, (117)
"Check in & out was as simple as can be. Property is immaculate. Heated floors are awesome on a cold morning. It’s minutes away from Sunday River. Very comfortable to relax after long days. Had a blast on our trip & everything about the renting process was as easy as could be. "
Riverfront Ski Chalet Cabin only minutes to Sunday River Resort & Trails Galore!

Barn on Pleasant-<br>walk to town <br>NO EXTRA FEES

10.0 out of 10, Exceptional, (6)
"Excellent stay in the quaint town of Bridgton"
The price is ¥20,346
¥25,463 total
includes taxes & fees
Mar 26 - Mar 27
Barn on Pleasant-<br>walk to town <br>NO EXTRA FEES

Two-story dog-friendly cabin with a wood stove, pool, tennis, beach, W/D

9.6 out of 10, Exceptional, (12)
"Bright and sunny, just as advertised. The kitchen could use a few more supplies but overall a good spot. We would book again. "
Two-story dog-friendly cabin with a wood stove, pool, tennis, beach, W/D

Hike, fish, bike, float the river, explore or just relax...

9.6 out of 10, Exceptional, (14)
"Our stay at this ski house was absolutely phenomenal! The house itself was spacious, impeccably clean, and perfect for hosting a large group of friends and family for a big ski trip.The living areas were cozy, with a beautiful fireplace, and the bedrooms were spacious and clean. The hot tub outside was the perfect way to unwind after a day on the slopes. We had a question about how to work it and they sent someone out right away to help us! The location couldn't have been better – just a short...
Hike, fish, bike, float the river, explore or just relax...

Cozy lake house with private beach

9.0 out of 10, Wonderful, (8)
"We had a great time boating and enjoying this lakeside home. The house was clean inside, and spacious as pictured. We also loved visiting Screw Auger Falls and Moose Caves…just a short drive away. I suggest that there be more kitchen towels available as well as washcloths in the bathrooms. The outside of the home could’ve used some cleanup as well. "
Cozy lake house with private beach

Sleeps 16! Arcade! Hot Tub! Fireplace! DOGS OK!

10.0 out of 10, Exceptional, (3)
"We have a pretty big family and this house was perfect for us. My 3 kids and there 5 kids had plenty of room and plenty to do. A bit pff the beaten path but close enough to the mountain and very private. "
The price is ¥45,062
¥131,441 total
includes taxes & fees
Mar 26 - Mar 27
Sleeps 16! Arcade! Hot Tub! Fireplace! DOGS OK!

Lakefront home with lovely lake views - one mile from the casino

9.8 out of 10, Exceptional, (42)
"We had a relaxing and comfortable weekend away. Quiet and peaceful and we loved the hot tub! Cabin was very homey and clean. "
Lakefront home with lovely lake views - one mile from the casino

Unwind at Our Beautiful Sanctuary | Scenic Views by RedAwning

2.0 star property
10.0 out of 10, Exceptional, (2)
"Very nice property. Clean. Comfortable. Convenient to Moose Pond, Pleasant Mountain, Bridgeton Center, and Fryburg Center. Only about 35 mins to North Conway. Owners were very nice and helpful. We recommend this property. "
Unwind at Our Beautiful Sanctuary | Scenic Views by RedAwning

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

Expansive Retreat - All-Season Contemporary Farmhouse [Lakes & Mountains]

9.4 out of 10, Exceptional, (9)
"This was a great property for bringing together the 3 generations of the family! Plenty of open area for talking, playing, eating etc. and a great location for making the most of the Maine lakes region. My favorite thing was the very long dining table that could seat all 14 of us for meals as well as facilitate multiple board games at once."
Expansive Retreat - All-Season Contemporary Farmhouse [Lakes & Mountains]

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

10.0 out of 10, Exceptional, (280)
"This was our first time using vrbo, and it was so easy. The cabin is absolutely beautiful and open. Nice and close to a great breakfast and dinner. "
5 STAR HOME - Mtn Views, AC, Hot Tub, Firepit, Theater - 10 Mins to Sunday River

Rediker Retreat- Authentic Riverfront Luxury Log Home

10.0 out of 10, Exceptional, (86)
"The property was absolutely perfect for our group. My oldest daughter, her husband and their two kids, eight and 10. They stayed downstairs outside of the game room and absolutely loved it. Three of my other children and their spouses each had their own rooms. The house is warm and cozy. The gas fireplace places were authentic and threw off great heat. The outside gas fire pit was a big hit. We bundled up in blankets and sat around One night while the men had cigars. The trip to the mountain...
Rediker Retreat- Authentic Riverfront Luxury Log Home

Waterfront Log Home on Quiet Lake - 25 Minutes -Sunday River Ski

9.6 out of 10, Exceptional, (136)
"First off, so there is no confusion, we loved our time at the house, on the property, overall great. A couple things definitely would want to convey. If you’re going in the winter and there is snow, the house is truly in the woods, and a 4 Wheel Drive vehicle was very necessary. "
Waterfront Log Home on Quiet Lake - 25 Minutes -Sunday River Ski

Stunning views, luxurious home, hot tub, garage, games

10.0 out of 10, Exceptional, (80)
"We’ve stayed here many times and love the house. The owners are very responsible and responsive. "
Stunning views, luxurious home, hot tub, garage, games
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
8.8 out of 10, Excellent, (342)
"We enjoyed our stay. The rooms are a bit dated, but the service staff was informative and friendly."
The price is ¥25,922
¥31,575 total
includes taxes & fees
Apr 7 - Apr 8
Jordan Hotel

Snow Cap Inn

2.5 star property
8.8 out of 10, Excellent, (342)
"The staff is very friendly. Cabin nice and quaint. Nice lobby area."
The price is ¥18,575
¥22,626 total
includes taxes & fees
Mar 30 - Mar 31
Snow Cap Inn

Hampton Inn Oxford

2.5 star property
8.8 out of 10, Excellent, (1000)
"This is a quality property with fair rates and excellent facilities. The staff is responsive and helpful. My only "nit" (and it's subjective) is that the quality of their once memorable breakfast has begun a slow downgrade to that of a more modest accommodation chain. The "chicken sausage" was cold and tough. None of their marvelous home fries (or any other potato item) was offered, nor were there any other meat choices besides the tough chicken. I suppose inflation has taken its toll on...
The price is ¥16,373
¥17,846 total
includes taxes & fees
Apr 2 - Apr 3
Hampton Inn Oxford
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. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

How many vacation rentals will I find in Greenwood?

With 21 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 North Pond. While here, Mt. Abram and Tucker's Tumble Glades are other places worth a visit.

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.