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Compare 413 Vacation Homes in Greenwood with updated reviews, rates, and availability.

5 STAR HOME - Mtn Views, AC, Hot Tub, Firepit, Theater - 10 Mins to Sunday River
Stunning mountain views from dining, living room and kitchen
5 STAR HOME - Mtn Views, AC, Hot Tub, Firepit, Theater - 10 Mins to Sunday River
10.0 out of 10, Exceptional, (274)
"The cabin was perfect! Exactly as you see in the pictures. It was 5 of us that stayed there for 3 nights, and we had plenty of space. We took our dog as well and he loved it. The hot tub was amazing, and the fire pit with the chairs were great as well! Everything was really clean, and the kitchen was well equipped but was missing an air fryer, so we did bring our own as we planned to cook most meals. Only thing we felt was missing were full length mirrors. If one or two could be added, it'd be...
5 STAR HOME - Mtn Views, AC, Hot Tub, Firepit, Theater - 10 Mins to Sunday River
NEW LISTING! Unwind at Our Beautiful Sanctuary | Scenic Views by RedAwning
"Architecture","Building","House","Handrail","Cottage"
NEW LISTING! Unwind at Our Beautiful Sanctuary | Scenic Views by RedAwning
2.0 star property
10.0 out of 10, Exceptional, (1)
"We stayed at this brand new house with friends and family during the Columbus Day long weekend, and the house is perfect, both in its condition and location. Although it is not a huge house, but all the rooms are well pointed, and the layout is very well thought out. The kids especially enjoyed the lazy boys in living room while watching their favorite shows. LOL. Kitchen is fully equipped, everything you need is there. All new cookware, the non-sticking pans work even better than what we...
NEW LISTING! Unwind at Our Beautiful Sanctuary | Scenic Views by RedAwning
RETREAT TO A SECLUDED, SERENE MOUNTAIN LODGE
Summer Retreat
RETREAT TO A SECLUDED, SERENE MOUNTAIN LODGE
9.8 out of 10, Exceptional, (204)
"We had a really nice time at Bethel. The house was lovely and spacious enough for our group of eleven. We had six adults and five kids and the bedroom layout worked well. The kids had a place to hangout downstairs while the adults played games at the enormous dining table. We experienced colder than normal temps in August but that didn’t stop the kids from using the beautiful pool. Bethel is a very cute town, we absolutely loved checking out all of the waterfalls and swimming holes in the area...
RETREAT TO A SECLUDED, SERENE MOUNTAIN LODGE
Secluded, dog-friendly home near pond with private hot tub, huge deck, & firepit
Secluded, dog-friendly home near pond with private hot tub, huge deck, & firepit
8.8 out of 10, Excellent, (13)
"This house actually has four bedrooms and sleeps 14 people! The location was perfect for is — really close to the summer camp where our boys are attending. We did not go down to Webber pond from the house. We really enjoyed the hot tub, which is in a nice spot on the front porch. We also use the gas grill, which was handy. The kitchen is very large and well equipped. A clean sponge and dishwasher detergent and dish all provided. They even had some staples in the pantry like sugar, salt, pepper,...
Secluded, dog-friendly home near pond with private hot tub, huge deck, & firepit
Private one half mile on the Sunday River. Spacious home for family gatherings
Spacious Family and Group Friendly Home on the Sunday River
Private one half mile on the Sunday River. Spacious home for family gatherings
9.8 out of 10, Exceptional, (69)
"We enjoyed our weekend in Bethel while celebrating my sister’s 25th wedding anniversary. The space is perfect for larger family gatherings. We were a total of 5 couples and a couple young adult children along with 4 fur pets and the space allows for privacy as well. We enjoyed the day at Sunday River hiking through some of the trails and taking the scenic chair lift up the mountain. We can’t say enough about how universal the property is. The huge deck and backyard was perfect for the pets and...
Private one half mile on the Sunday River. Spacious home for family gatherings
The Ellis at Chandler Brook Village
The layout
The Ellis at Chandler Brook Village
10.0 out of 10, Exceptional, (7)
"I own a home in the area but it was rented, so I booked the Yurt via VRBO. My friend and I loved the location and the yurt accommodations. It was such a cool experience to stay there and I would definitely stay there again!! The owners really put thought into the details and it showed!"
The price is AED 551
AED 678 total
includes taxes & fees
10 Nov - 11 Nov
The Ellis at Chandler Brook Village
Luxurious, 4 Season Waterfront Home On Long Lake, Sebago Lake Regions In Maine
Front of house looking towards lake with 1 wood fire pit & 2 propane fire pits
Luxurious, 4 Season Waterfront Home On Long Lake, Sebago Lake Regions In Maine
10.0 out of 10, Exceptional, (42)
"Our third stay at this property."
Luxurious, 4 Season Waterfront Home On Long Lake, Sebago Lake Regions In Maine
New Luxury w/ HotTub, Sauna, GameRoom,5mintoSlopes
Ample room for the whole family outside to enjoy the mountains
New Luxury w/ HotTub, Sauna, GameRoom,5mintoSlopes
10.0 out of 10, Exceptional, (5)
"Amazing house/property!"
New Luxury w/ HotTub, Sauna, GameRoom,5mintoSlopes
Waterfront, dog-friendly home on 12+ acres with dock, hot tub & sunset views
Waterfront, dog-friendly home on 12+ acres with dock, hot tub & sunset views
10.0 out of 10, Exceptional, (3)
"House was great, location was perfect and the local property manager was very responsive and helpful. "
Waterfront, dog-friendly home on 12+ acres with dock, hot tub & sunset views
INDOOR POOL, HOT TUB, PRIVATE 86 acre Retreat and Event Space
Privacy ensured on 86acres with an indoor pool less than 15minutes to SR base
INDOOR POOL, HOT TUB, PRIVATE 86 acre Retreat and Event Space
10.0 out of 10, Exceptional, (40)
"Absolutely amazing property! The hosts are gracious and very quick to reply to you. Will definitely be back!"
INDOOR POOL, HOT TUB, PRIVATE 86 acre Retreat and Event Space
Stunning view of Sunday River, Luxurious Home, Hot Tub, Games, Ski
Exterior
Stunning view of Sunday River, Luxurious Home, Hot Tub, Games, Ski
10.0 out of 10, Exceptional, (75)
"We had a great time staying at this property. The house was well stocked and had everything that we needed. The views from the living rooms and decks were outstanding and created a wonderful backdrop for a relaxing weekend. "
Stunning view of Sunday River, Luxurious Home, Hot Tub, Games, Ski
The Mansion- Exclusive Private Estate on 5 Pristine Acres
Exterior
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
River Ridge Lodge | 5 Bed, 3.5 Bath
Exterior
River Ridge Lodge | 5 Bed, 3.5 Bath
10.0 out of 10, Exceptional, (14)
"The house was cozy and spacious , my family enjoyed the amenities like the pool table and Jacuzzi! We spend a lot of time on the deck/porch it had space enough space for our family of 12 , the only thing is that I would have liked the deck lightening to be more stronger."
River Ridge Lodge | 5 Bed, 3.5 Bath
Rediker Retreat- Authentic Riverfront Luxury Log Home
Exterior
Rediker Retreat- Authentic Riverfront Luxury Log Home
10.0 out of 10, Exceptional, (82)
"We had lots of fun at this well appointed home. We were very close to Sunday River and the house had lots to do. Loved the Skeech game!!"
Rediker Retreat- Authentic Riverfront Luxury Log Home
Mainestay | 4 Bed, 2 Bath
Living area
Mainestay | 4 Bed, 2 Bath
9.8 out of 10, Exceptional, (20)
"Great place to stay, nice quiet location. Would stay again. "
Mainestay | 4 Bed, 2 Bath
Come stay for Turkey Day! Ski Mt Pleasant soon - book now!
Large farm dining room table for those family dinners
Come stay for Turkey Day! Ski Mt Pleasant soon - book now!
10.0 out of 10, Exceptional, (39)
"The house had everything we needed. Everything was in great shape and well taken care of. It was worked perfectly for our group."
Come stay for Turkey Day! Ski Mt Pleasant soon - book now!
Private location with spectacular river and mountain views!
Interior
Private location with spectacular river and mountain views!
10.0 out of 10, Exceptional, (47)
"This was a beautiful house with the most gorgeous view! If you can stay in the fall season I totally recommend it!!! Loved our stay!"
Private location with spectacular river and mountain views!
Mountain Views | Hot Tub | 3 mins to Sunday River
Welcome to a stunning facade that embodies elegance and charm.
Mountain Views | Hot Tub | 3 mins to Sunday River
10.0 out of 10, Exceptional, (1)
"our stay there was wonderful the view that we got from the balcony every morning and even evenings was beautiful there was enough space for us to walk around inside and outside the house with our dog. And since it was surrounded by trees, it gave us privacy to enjoy the quietness of the area."
The price is AED 1,087
AED 3,129 total
includes taxes & fees
11 Nov - 12 Nov
Mountain Views | Hot Tub | 3 mins to Sunday River
Brookside II B-302 | 1 Bed, 1 Bath
updated unit with new furnishings
Brookside II B-302 | 1 Bed, 1 Bath
10.0 out of 10, Exceptional, (3)
"Very clean and functional space. Great access to amenities and ski on/off. Good amount of space for two adults. Would recommend and would stay again. Thanks for a great stay!"
Brookside II B-302 | 1 Bed, 1 Bath
Opera House Loft 03 | 1 Bed, 1 Bath
Living Area
Opera House Loft 03 | 1 Bed, 1 Bath
10.0 out of 10, Exceptional, (2)
"Great location, clean, lots of towels was a plus with teenagers. Would stay again in a heartbeat! Easy check in, no problems at all. "
Opera House Loft 03 | 1 Bed, 1 Bath
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 property types in Greenwood

Lovely home on Crystal Lake with private dock, lake views, deck, & grill
Lovely home on Crystal Lake with private dock, lake views, deck, & grill
9.2 out of 10, Wonderful, (26)
"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
The Artist's Cabin at Powder Ridge Overlooking Sunday River SKI PARKING PASS
Artist's Cabin in the summer
The Artist's Cabin at Powder Ridge Overlooking Sunday River SKI PARKING PASS
10.0 out of 10, Exceptional, (310)
"In town for a wedding which was 5 minute drive away. The Artist’s Cabin was perfect for the 6 of us, with room for many more. Would return in a heartbeat. Thank you! "
The Artist's Cabin at Powder Ridge Overlooking Sunday River SKI PARKING PASS
Lakefront home with lovely lake views - one mile from the casino
Lakefront home with lovely lake views - one mile from the casino
9.8 out of 10, Exceptional, (40)
"Beautiful spot. Meticulous home. We are already talking about going back. "
Lakefront home with lovely lake views - one mile from the casino
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.