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Holiday Rentals in Greenwood

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Holiday Rentals in Greenwood

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

Our Happy Place on the Lake

Our Happy Place on the Lake

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

10.0 out of 10, Exceptional, (43)
"We enjoyed our stay at Three Peaks. The accommodations were spacious, comfortable and within close proximity to skiing. Owners were available and left us to ourselves. Highly recommend."
The price is €478
includes taxes & fees
26 Apr - 27 Apr
Pet Friendly/Mt. Home/Beau Views/ 3 or more nights 20% DISC!

*NEW* Luxury A-Frame by Sunday River w/ hot tub

10.0 out of 10, Exceptional, (13)
"We had an awesome time at Courtney's A-Frame. The space is beautiful and well designed."
*NEW* Luxury A-Frame by Sunday River w/ hot tub

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

The Ski Hive Trailside At Pleasant Mnt

2.0 star property
10.0 out of 10, Exceptional, (2)
"My 5 boys and I had a great time skiing and relaxing in the cabin. The host was easy to communicate with when our plans changed prior to the trip and we added another night."
The Ski Hive Trailside At Pleasant Mnt

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

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

Panoramic mountain view/Hot Tub/Shuffleboard/Theater room Sunday River

9.6 out of 10, Exceptional, (10)
"Our stay was great! The location is awesome for a weekend at Sunday River. Super close to the mountain and other restaurants. All the rooms were big and beds were comfy. The house is literally on a side of a mountain so the views were stunning. Only deducted 1 star because we lost power, but to 0 fault of the owner! It was a very windy weekend. All communication with the owner was seamless and very fast responses. Highly recommend this rental house! "
Panoramic mountain view/Hot Tub/Shuffleboard/Theater room Sunday River

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

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, (18)
"The house is exactly as pictured. It's clean, airy, great view of the slopes from the huge windows in the living room! Kitchen has the core things you need. Kids really enjoyed the basement couch area. Host was super responsive and accommodating. Highly recommend!!"
Hike, fish, bike, float the river, explore or just relax...

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

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 €790
includes taxes & fees
27 Apr - 28 Apr
Sleeps 16! Arcade! Hot Tub! Fireplace! DOGS OK!

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

10.0 out of 10, Exceptional, (81)
"We were so lucky to find this home for our vacation. The views were gorgeous and on sunny days,after skiing, the beautiful deck was the perfect place to spend time with friends and family. The house was in perfect condition and had everything we needed to have a vacation space EVERYONE was happy with. Every room was spacious and the kitchen provided everything we needed to cook some family style meals. We would definitely go back to this gem!"
Stunning views, luxurious home, hot tub, garage, games

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

8.0 out of 10, Very good, (16)
"We had an amazing stay here. Very clean property with all the necessities. We tried a Jamaican restaurant close by- delicious! Stayed here for our anniversary weekend and had an amazing time. "
The price is €169
includes taxes & fees
6 May - 7 May
Adult Themed get-a-way! Centrally located to ski mountains, Oxford Casino, OPS.

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

Whispering Waters Farmhouse/Barn

Whispering Waters Farmhouse/Barn

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
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, (357)
"Very welcoming and informative from the start. Enjoyed the way the staff accomodates you with the use of facilities on your depature."
The price is €142
includes taxes & fees
1 May - 2 May
Jordan Hotel

Oxford Casino Hotel

3.0 star property
8.8 out of 10, Excellent, (1000)
"Great location for antiquing and flea markets"
The price is €120
includes taxes & fees
27 Apr - 28 Apr
Oxford Casino Hotel

Hampton Inn Oxford

2.5 star property
8.8 out of 10, Excellent, (1001)
"The bathroom wasn’t the most clean the bed was comfortable and the shower was good"
The price is €116
includes taxes & fees
8 May - 9 May
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 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?

Rediker Retreat- Authentic Riverfront Luxury Log Home: This holiday home rental outside of Greenwood is located on the waterfront, and has a fireplace, a patio and air conditioning 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. It offers a garden, an arcade/games room and 1 hot tub so that you can immerse yourself in your holiday.

How many holiday rentals will I find in Greenwood?

With 20 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. 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.