
House vacation rentals in Greenwood
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Top-rated house rentals in Greenwood
Guests agree: these houses are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Greenwood house rentals
House rentals with a pool

Mountain Hideaway - Outdoor pool, hot tub
Great house. Host was responsive and helpful. House is very close to the mountain. We had 10 people in the house and there was plenty of room. Overall great stay.

Grand 2B w/ Large Kitchen +Mountain Views +Pools
The family lived the place! It was super big with huge kitchen. Dining nook, large living room, combo washer/dryer, jacuzzi tub in both bathrooms down stairs and up stairs. Great windows and view. Do note outside lights do not turn off until after 2am, if lights will bother you. About 10mins to Attitash, 20 minutes to Wild Cat. Great place in between. The indoor pool water was a bit cold and a little out dated, same with hot tub, the outdoor hot tub jets were not working. Year round out door pool was ok, water was a tad too cold. I cannot say anything about seasonal pools as they were closed.

Lovely home with hot tub and pool
Beautiful Airbnb! Everything in the Airbnb was very well thought out. The host was super nice and always quick to respond. My only regret was not spending more time here!

Secluded cozy family retreat, dog friendly!
My family loved this house! The property is absolutely gorgeous! We enjoyed being close to Conway, but out of the crowds and traffic. The layout of the house gave everyone their own space, while also offering the downstairs area where we could all sit together and watch TV or play ping pong. The house feels very homey and welcoming--lots of cute touches. Even before we left, we were all talking about renting this house again next year, but for longer next time, so we could fully enjoy the pool, tennis court and lovely deck! Highly recommend!!

The Lodge at Hidden Pines
The house was exactly as described and seen in the photos, a large, beautiful, authentic log cabin in the woods. The setting was quiet and beautiful though conviently right off the main road. We enjoyed cross country skiing, ice skating and a sleigh ride in Jackson (about 30 min away) and shopping in North Conway (about 20 min). Eileen made sure we were plowed and shoveled regularly during the snow storm so we enjoyed curling up by the fire and watching a movie on the large tv. My mother in particular enjoyed all the vintage decor which brought back childhood memories.

Walk to StoryLand!Updated Condo! WiFi/Golf/Pool/AC
Had a quick weekend getaway at Keith's place. Everything was perfect. Easy check in and great communication.

Pine Haven Hideaway
5 stars across the board would stay again !

Caribou Run Private Retreat with Mountain Views
Great home for our large family gathering. Great location near Sunday River skiing, Downtown and snowmobile trails right outside the door. We had a great time and will be back.
Weekly house rentals

90 second, traffic-free drive to Sunday River
Had a lovely stay! You have a beautiful home and so close to the slopes! We will definitely be back.

Incredible Views * Private * pet friendly
We were a group of 9, 3 couples and 3 babies under the age of 2. Molly’s place was great for all of us to space out and the backyard scenery was gorgeous. The home was stocked with everything you could ask for in a kitchen and more. Would definitely consider staying here again if we make another trip up here!

Cozy Knights Hill Home
We had a great stay at the house. Chris and Nadine were very responsive and helpful with information. The house is so comfortable in terms of layout and has everything you need. We enjoyed sitting by the fire and relaxing at the end of the day. Would highly recommend this home if you are staying in the area.

Spacious 3 level family friendly home.Dog friendly
I went with my friends and it was fantastic! The surrounding area as beautiful and the added amenities really made the stay special for us.

Large House in the White Mountains, Conway NH
let me start out by saying this house is exactly as described and depicted on the website. plenty of room for 6 adults and 2 bigger kids. enough seating space, kitchen utensils, linens, towels. the game room was a big hit for the old and young boys. the moms lived the warm, cozy sunroof. the house has great windows with lots of light. it was spotlessly clean. a snowplow took care of the storm..plowing and shoveling several times..Judith was easy to work with. instructions , as well as things to do, were available in a binder. we had a great week and all hope to come back here.

FUNHOUSE
This was our second stay at the fun house, and we were reminded very quickly why we fell in love with it the first time. It truly feels like home while also nestled just steps away from the mountains. We had everything we needed for a family reunion to be full of love laughter and food. Thanks, Amanda for answering questions quickly and being a great host! We will be back!!

Dog friendly home in Berlin's Norwegian Village
A very comfortable space in a great location to access the White Mountains. We (and our dogs) had a fantastic time. Kevin made the whole process easy. We'd be happy to stay again any time.

Oceanfront, Mere Point year round home Brunswick
Loved the layout of the house. Great kitchen and master bedroom. Master bath a little cramped. Enjoyed the view and outdoor seating.
Private house rentals

Beautiful lake-side home close to Portland Maine
Our visit to Claire and Karen's place was just what we were looking for - a cozy place to nestle in after a busy holiday season. We wanted a beautiful view of a frozen lake that would be in the background while we played family games, watched movies, and hung out, and that is just what we got! The scenery was gorgeous, the home was modern yet cozy, and the neighborhood was easy to get to, yet secluded enough to give us the quiet and privacy we were craving. We had a wonderful post-holiday vacation at Claire and Karen's!

Spacious rural home with hot tub on the deck
We had a great time at Eric’s property, finding it all that it was described as and more! Wonderful privacy, quiet, and “hottubbiness”!

Beautiful Home with Yard in Downtown Freeport
We had a great stay at Mary Beth’s place in Freeport! The home is on a quiet street and just a few minutes walk to downtown Freeport - restaurants and shopping are all right there! The space was clean and comfortable and had all the amenities we needed, I was even pleasantly surprised to find some kid’s dishes. The front porch area is fenced off which was a huge pro for our family to let our young kids run around without fear of them going in the street. Mary Beth had some awesome recommendations, be sure to check out the Coastal Maine Botanical Garden if you can fit it in your trip!

Hot Tub Haven: Dog-Friendly Retreat
We loved staying at Abbey's home. This house is in a perfect location with great views of Cranmore and the valley. Skiing, shopping and dining are minutes away. The home is spacious and the hot tub perfectly maintained and easy to use. Even with all the snow we had the walkways and deck were well cleared and safe. The kitchen had everything I needed to prepare our meals and the appliances are all new and in great condition. We enjoyed the ping pong table in the garage even more than our teens did! The house was very clean and the beds were very comfy! Can't wait to visit again soon!

Beautiful Coastal Maine Getaway
Beautiful house that actually felt like a home! Randy was also very helpful and responsive. Kitchen and bathrooms were well stocked with everything we needed. Great experience overall!

Charming 3 BR + Loft & Workspace - Close to Sebago
Jared was a responsive and welcoming host. From the beginning, he was curious about our check in and our overall stay; he always wanted to be available if needed and gave multiple recommendations for our weekend. His house was welcoming and warm, and had everything my family needed. The area was beautiful and my family is already discussing coming back next year. If you’re thinking about a trip to Maine, this home should definitely be a consideration!

Spacious Home & big yard & fire pit on ATV route
Rented Joseph's house to attend a local atv event. The house was located right on an atv accessible road which was very convenient. The house itself was clean, the entertaining area was spacious and was inviting. The fenced in yard was perfect for our small dog. Joseph was responsive and willing to answer any questions I had. Definately a place I would come back to and stay at any time in Berlin.

Irish Chalet Home near Long Lake
We had such a nice stay at the Irish Chalet! The place is even nicer than the pictures. There’s so much space to relax, and our large group really enjoyed ourselves. Also very grateful that it is dog friendly. We will definitely be back!
Quick stats about house rentals in Greenwood
Total rentals
60 properties
Nightly prices starting at
$80 before taxes and fees
Total number of reviews
1.7K reviews
Family-friendly rentals
60 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace
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- Sunday River Resort
- Attitash Mountain Resort
- Saddleback Ski Mountain Maine
- Story Land
- Cranmore Mountain Resort
- East End Beach
- Wildcat Mountain
- Fox Ridge Golf Club
- Brunswick Golf Club
- Belgrade Lakes Golf Club
- Purity Spring Resort
- Mt. Abram
- King Pine Ski Area
- Diana's Baths
- Omni Mount Washington Resort
- Portland Museum of Art
- Jackson Xc
- Mount Washington Cog Railway
- Conway Scenic Railroad
- Echo Lake State Park
- Sunday River Golf Club
- Wolfe's Neck Woods State Park
- Mount Prospect Ski Tow
- White Lake State Park
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