
House vacation rentals in Greenwood
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Top-rated house rentals in Greenwood
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Popular amenities for Greenwood house rentals
House rentals with a pool

Pleasant River 3 bed | 2 bath, Pool, Hot Tub
Josh's place was great. close to our activities, not far from restaurants. josh was very quick to respond and remedy the only issue we had, which was with the hot tub. the only thing we didn't have that I personally wish there was, was a broom. the place was clean but I hate feeling dirt on my feet inside, so I bought a broom, but that was my decision. great place, thanks Josh

Epic Views, 9Mi SR, GameRm+Theater, HTub, Sauna
The house was fantastic, brand new and JUST like the photos. We were also pleasantly surprised with the pool in the backyard that wasn’t shown in the photos! The host was also very responsive if we needed anything at all. Would certainly stay again!

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!

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.

Heated POOL|Views|HotTub|Sauna|2mi to SR Golf Club
Amazing property with breathtaking views! Felt at home from the start! Host was very responsive and helpful even checking on us and giving local suggestions. The kitchen was well stocked and everything was labeled making it easy to navigate. Would love to visit again!

"Good Vibes" 4 Wonderful Seasons @ Portland Home!
We had a wonderful stay in Angela’s beautiful home. It had great amenities, was super clean, and had everything we needed. Loved the pool and fire pit. The kitchen was roomy for cooking too. 5 stars!

Fireplaced Mountain King Suite w/Hot Tubs & Pools
Great stay so homey and comfortable has everything we needed staying with two little girls ! Having laundry and kitchen made everything so convenient ! Close to so many things to do was the best vacation we’ve been on would definitely love to come back . Clean and organized everything was easy to find ! Great amenities pool ect !

Pet Friendly Home, Ski Storage Room, HotTub, Sauna
This place was one of the best i’ve stayed in, and Joe & Colleen thought of everything you could possibly need to feel beyond comfortable. They were extremely kind and responsive hosts, and the space made us feel like royalty. What a fantastic experience, better than the pictures, we never wanted to leave the home. We enjoyed walking the neighborhood with our dogs, and did i mention the hosts left dog bowls, beds, toys, waste bags and more? This home is less than 10 mins from bethel village, 15 from sunday river, and 20 from beautiful grafton notch state park. Overall, the house was amazing, the sauna hot tub and heated pool were fantastic, and we would stay again in a heartbeat
Weekly house rentals

5br/2ba Lake & Ski House w/ Waterfront & Hot Tub
Stayed here for the weekend with a group of 10 friends and had the best time! Before we arrived, Emily and Anthony sent over a super helpful list of instructions along with recommendations for things to do in the area. They were also really responsive whenever we had questions, which made everything super easy. The location is great with a beautiful water view! While we mostly hung out at the house, we made a grocery run and everything we needed was just 5–10 minutes away. For anyone wanting to explore more, they even had a binder with local recommendations, which was such a thoughtful touch. The house itself is beautiful, clean, and had plenty of room for all of us. We especially loved the bonfire setup and the awesome selection of board games—it made for such a fun and cozy weekend. Would absolutely stay here again!

River Valley Sunset Home Near Bethel and Newry.
Anyone planning a trip out this way, BOOK Joao’s place 10/10 experience and 10/10 host. Unfortunately I had to leave early and was not able to stay the whole time and Joao went out of his way to extend his well wishes and refund cleaning fees as well as made arrangements to accommodate us on our next booking, which we rebooked right away. Beautiful, just like the pictures and the area is so peaceful and quiet, could not have had a better experience with this Airbnb and host.

Sweeping Views/Firepit/BBQ
An incredible place with breathtaking views—just as stunning as the photos, if not better! Gary was highly responsive, quickly answering calls and any questions. Highly recommended!

Scenic View! Hottub! Dog Friendly! FirePit!Theatre
Clean home with comfortable beds and lots of space for a family

The Gateway
Jason’s house was great. Although it is old, the updates he has made are great. Very homey feel, comfortable and clean.

Brand New 4BR- fire pit, hot tub, game room.
I had an amazing weekend at this at this Airbnb. Great location really good for getting away and just enjoying some peace and quiet away from everyone. We enjoyed the amenities such as the hot tub and the bonfire as well as the game room and many more. Overall, my time here was really relaxing and very much needed.

Funky's Bunkhouse at Blue Star Farm
We rented Barry's place because we had to bring our dog for the weekend and it was one of the few options available. It's about 20 minutes from Sunday River, but if you're not staying on-mountain 20 minutes isn't really much different than being a few miles away. We liked that the place is a little funky (as described). It's neat and clean, with large bedrooms and comfortable beds. A great setup for a ski weekend, with good storage closets and plenty of space. The commercial kitchen downstairs is great if you like to cook. We would rent again in the future.

Modern Cabin Getaway! *BIKE SKI ATV* 5 Acres
Spent three nights here to ski. Pleanty of space for five adults. Half hour drive to Sunday River. Easy drive to and from. Her place was exactly as pictured, clean and very comfy. Elura provided a great list of nearby places to eat and go to. We ate or prepped all our meal and the kitchen was well equipt with great cookware and everything we needed. Lots of thoughtful touches and easy to follow check out instructions.
Private house rentals

Charming Mt Abram ski condo-walk to mountain!
Lovely condo, well supplied and so convenient to Mt Abram. Thank you Dixie for sharing your place! Our family had a great time!

New Waterfront |Near the White Mountains |Firepit
Just got back from our weekend stay . Beautiful space that looked just like the photos. House was spotless. The house is located in a very peaceful and private area. Our family enjoyed the kayaks on the pond during the day and the fire pit on the deck at night . Very relaxing weekend .

Dog-Friendly 4 Season House MtnViews+Sauna+Hot Tub
George and Casey were responsive, helpful and welcoming. We loved this house! It had more than expected amenities and very clean. The property is so peaceful, just a lovely spot. Highly recommend!

Norway Chalet-Lake & SkiRetreat. Game Rm, Hot Tub!
Had a lovely stay enjoying the lake views! There was plenty of sleeping space for everyone and the game room is the perfect place to hangout when the weather doesn’t cooperate. Scott was easy to communicate with and provided ample information about the property. Would definitely stay again!

Water's Edge in Norway, Maine
awesome place to stay for a weekend or a few nights. great getaway with no issues at all. my family will definitely be booking this place again! thank you again Kerry!

Modern Forest Retreat w/ Sauna & Private Trails
The house was beautifully designed in a way that compliments the nature all around it. The natural wood work is so beautiful. The backyard view of the mountains is so magnificent. I wanted an off the grid location and with this listing, I definitely got it. Everything you pretty much need is in the house. The kitchen is very wide and spacious for family meals. The house was bigger than expected which was a plus. The sauna was perfect. Still had the newly built sauna smell. There are several trails you can hike. Just make sure to bring repellant. I got the chance to meet the owner and his wife. Very nice and hospitable people. It was a pleasure getting to know a little amount them and the ins and outs of the land. I would 100% recommend this place. I’ll definitely be back.

Waterfront Home on North Pond
Our family came up to stay from out of town for graduation. We had a great family dinner and enjoyed watching the kids play board games. Although the weather was a little chilly it was great tonlay on the dock and soak up sun. We even had a little birdie as a wake up peck each morning. Michael was very responsive to any questions we had and very accomodating

Private 10+ Acre Sanctuary
This house was perfect for our group. We loved the hot tub! The spacious living room provided us an ideal place to gather to relax in the evening. The beds were comfy and all the rooms were clean. It was a fantastic house, even when we would get lost trying to remember which direction to turn to find the bedrooms. :) Our host, Nick, was always very responsive when we had a question.
Quick stats about house rentals in Greenwood
Total rentals
60 properties
Nightly prices starting at
ﺩ.ﺇ294 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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- Sebago Lake
- Sunday River Resort
- Story Land
- Attitash Mountain Resort
- Fox Ridge Golf Club
- Brunswick Golf Club
- Saddleback Ski Mountain Maine
- Mount Washington Cog Railway
- East End Beach
- Cranmore Mountain Resort
- Belgrade Lakes Golf Club
- King Pine Ski Area
- Purity Spring Resort
- Diana's Baths
- Omni Mount Washington Resort
- White Lake State Park
- Sunday River Golf Club
- Portland Museum of Art
- Wildcat Mountain
- Jackson Xc
- Portland Country Club
- Bradbury Mountain State Park
- Wolfe's Neck Woods State Park
- Mount Prospect Ski Tow