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Greenwood Holiday Rentals

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Holiday Rentals in Greenwood

Secluded dog-friendly getaway with hot tub, game room, firepit, mountain views

Newry
8.8 out of 10, Excellent, (43)
"Perfect place for seating and feeding a party of twelve. Plenty of room to spread out and the views were amazing."
United States
Sherri D.
Secluded dog-friendly getaway with hot tub, game room, firepit, mountain views

INDOOR POOL, HOT TUB, PRIVATE 86 acre Retreat and Event Space

Hanover
10.0 out of 10, Exceptional, (58)
"This was an amazing property! We had a large group with kids ranging from ages 6-15. All of the kids enjoyed this stay! Plenty of fun activities for all. Swimming at the pool was the top rated activity in our group but many also enjoyed the boating, beach area, frog catching, air hockey, ping pong, pool table, volleyball, corn hole, theater room and more. This property was clean, plenty of seating, comfortable sleeping arrangements, house was well equipped with all cooking utensils/needs. We...
United States
Ashley O.
INDOOR POOL, HOT TUB, PRIVATE 86 acre Retreat and Event Space

Beautiful Chalet to Enjoy All Four Seasons

Bethel
10.0 out of 10, Exceptional, (86)
"Great location and view! Enjoyed our time with family skiing at Sunday River, hiking nearby and just relaxing."
United States
Carl W.
Beautiful Chalet to Enjoy All Four Seasons

The Artist's Cabin at Powder Ridge Overlooking Sunday River SKI PARKING PASS

Newry
10.0 out of 10, Exceptional, (329)
"Awe loved everything about this cabin"
United States
Annie H.
The Artist's Cabin at Powder Ridge Overlooking Sunday River SKI PARKING PASS

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

Newry
9.8 out of 10, Exceptional, (14)
"Great place we were a group of 11 and we had a good time plenty of place for all of us , 6 min from the ski station , the spa was really good aftrr the ski "
Canada
Frédérick M.
Panoramic mountain view/Hot Tub/Shuffleboard/Theater room Sunday River

Mountainside Chalet direct views of Sunday River

Newry
9.2 out of 10, Wonderful, (36)
"Such a great house to hold a big group of friends for a ski weekend. Everyone in our group slept comfortably. Proximity to the mountain is great and you can't beat the views! Would definitely recommend. "
United States
Justine D.
Mountainside Chalet direct views of Sunday River

Cabin in Maine Woods-The Bogey

Stoneham
10.0 out of 10, Exceptional, (2)
"What a wonderful cabin, quiet and peaceful. Definitely staying here again. Staff was wonderful to talk to, very helpful and accommodating. "
United States
Robert
Cabin in Maine Woods-The Bogey

Mtn View, Sleeps 20, Hot Tub, Firepit, Wood Stove, Theater, Workspace, Bar, Gym

Bethel
10.0 out of 10, Exceptional, (19)
"We had an amazing time, the place is awesome. We will definitively be looking to return"
United States
andre e.
Mtn View, Sleeps 20, Hot Tub, Firepit, Wood Stove, Theater, Workspace, Bar, Gym

Barn on Pleasant-<br>walk to town <br>NO EXTRA FEES

Bridgton
10.0 out of 10, Exceptional, (15)
"It was a cozy and comfortable spot for a quick trip to Bridgton - wish I could have stayed longer!"
United States
Karen Y.
The price is NZ$303
includes taxes & fees
9 Nov - 10 Nov
Barn on Pleasant-<br>walk to town <br>NO EXTRA FEES

Ski-in/out, dog-friendly townhome with mountain views, hot tub & pool

Newry
9.6 out of 10, Exceptional, (17)
"Fantastic property- would definitely come back."
United States
Emma C.
Ski-in/out, dog-friendly townhome with mountain views, hot tub & pool

Lakefront, Near Sunday River, Steam Rm, Firepit, HUGE Kitchen, LG Fireplace

Woodstock
9.4 out of 10, Exceptional, (48)
"Our student group comes to this house every year and it's always amazing! Very clean, great size for a big group and perfect location on a lake."
United States
Julia D.
Lakefront, Near Sunday River, Steam Rm, Firepit, HUGE Kitchen, LG Fireplace

Sunday River Lakefront Grand Cabin, Sleeps 20, Hot tub, fire pit, pets welcome

Unorganized Territory of South Oxford
9.8 out of 10, Exceptional, (28)
"amazing property and location"
United States
Robby G.
Sunday River Lakefront Grand Cabin, Sleeps 20, Hot tub, fire pit, pets welcome

9 Bdrm Premiere Luxury Estate Sleep 26 Movie Theater, Pool,Spa,Game Rm,Steam Rms

Newry
10.0 out of 10, Exceptional, (5)
"We brought our sons, their wives and children as a Christmas present. The place was perfect. It was clean and the kitchen was fully stocked. We spent many hours in the movie theater watching NFL Divisional games on Sat & Sunday. Great place building memories and it was as advertised. "
United States
Fred R.
9 Bdrm Premiere Luxury Estate Sleep 26 Movie Theater, Pool,Spa,Game Rm,Steam Rms

Lakefront home with lovely lake views - one mile from the casino

Oxford
9.8 out of 10, Exceptional, (50)
"This home was very clean, conveniently located to many things to do and very modern for what you would expect from a cabin. Loved our stay!"
United States
Natasha T.
Lakefront home with lovely lake views - one mile from the casino

Seasonal rental 25/26 Spacious & Bright- Charming New England home

Bethel
10.0 out of 10, Exceptional, (2)
"This property was perfect for our family’s ski vacation to Sunday River. The location was convenient to the slopes, shopping and restaurants. The host was extremely responsive and helpful. We will definitely be back!The home was exactly what we needed: smart TVs, comfortable living room furniture, and a fireplace."
United States
Kristen A.
Seasonal rental 25/26 Spacious & Bright- Charming New England home

Waterfront, dog-friendly home on 12+ acres with dock, hot tub & sunset views

Poland
9.8 out of 10, Exceptional, (15)
"We loved the location; very quiet and relaxing. The only things we struggled with was lack of heat on the bottom floor and vanity lights not working in one bathroom. Otherwise, a wonderful place to stay!"
United States
Linda
Waterfront, dog-friendly home on 12+ acres with dock, hot tub & sunset views

5BR Songo Pond house - 3 miles south of downtown Bethel

Albany Township
9.6 out of 10, Exceptional, (87)
"Overall was a great vacation, highly recommend!"
United States
Peter S.
5BR Songo Pond house - 3 miles south of downtown Bethel

Lakefront Log Home 12 feet Away from Lake

Bridgton
10.0 out of 10, Exceptional, (63)
"If you are looking for a place for peace and solitude during the winter this is the place for you. Todd’s cabin is a uniquely beautiful home directly on the lakefront. It’s within 15 minutes of a great ski mountain and restaurants. For the nights we wanted to stay in, we enjoyed family time around the fire pit and watched a movie at his outdoor theater. Great time was had by all and we hope we have the chance to see the beautiful scenery during the summer months!"
United States
Sean Y.
The price is NZ$953
includes taxes & fees
10 Nov - 11 Nov
Lakefront Log Home 12 feet Away from Lake

Lovely 3-bedroom chalet in Bethel with hot tub

2.0 star property
Bethel
9.0 out of 10, Wonderful, (2)
"Everything was clean, updated and we felt right at home! "
United States
Kim M.
Lovely 3-bedroom chalet in Bethel with hot tub

Stunning views, luxurious home, heated pool, hot tub, games

Newry
10.0 out of 10, Exceptional, (90)
"We have enjoyed this home 3 out of the last 4 years and hope to continue this tradition! "
United States
Katie L.
Stunning views, luxurious home, heated pool, hot tub, games
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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Top Greenwood Hotel Reviews

Find out more about Greenwood

Everything you need to know about Greenwood holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Greenwood holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Greenwood holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Greenwood holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Greenwood. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Greenwood holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Greenwood holiday rentals we have selected for you start as low as NZ$303 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Greenwood rentals

At Expedia, we put the best Greenwood holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Greenwood rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Greenwood holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Greenwood. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

INDOOR POOL, HOT TUB, PRIVATE 86 acre Retreat and Event Space: This holiday home rental outside of Greenwood is located on a river, and has an outdoor pool, a balcony and a BBQ to put you at ease in your new surroundings. It has 4 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, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

How many holiday rentals will I find in Greenwood?

With 23 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 Papoose Pond. 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.