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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, (275)
"We stayed here for a minimoon after our wedding and it was perfect. We made good use of the hot tub, grill, and loved the sunset view every night. We loved the convenience of the location. Very comfortable beds as well. Mike was super responsive when we had questions"
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
Private 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 681 total
includes taxes & fees
24 Nov - 25 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, (6)
"We stayed for three nights - our group was moms and tween/teen daughters. The house is brand new and in immaculate condition. Everything was clean and we loved all the extra small touches the hosts have provided!"
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 stay, house was clean upon arrival and had plenty of extras to make for a fun long weekend up near Sunday River. Will definitely come 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
25 Nov - 26 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

Private beach, 8 kayaks/canoes, Bocce- perfect for multiple families to share!!
Summer fun from our swim platform

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!!
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
Pet Friendly/Mt. Home/Beau Views/ 3 or more nights 20% DISC!
Cover Photo of Three Peaks Cabin

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

10.0 out of 10, Exceptional, (35)
"We had an incredible stay! The place exceeded our expectations with breathtaking views that made every morning a delight. The hot tub was a wonderful bonus, perfect for relaxing in the evenings after exploring. The fire pit added such a cozy touch, ideal for gathering around and enjoying the outdoors. The whole place was spotless and well-maintained, making it feel even more welcoming. Every detail was thoughtfully prepared, ensuring a truly comfortable and enjoyable stay. Highly recommend to...
The price is AED 731
AED 2,024 total
includes taxes & fees
3 Dec - 4 Dec
Pet Friendly/Mt. Home/Beau Views/ 3 or more nights 20% DISC!
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.