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Holiday Rentals in Greenwood

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Holiday Rentals in Greenwood

Abundant Light with Hot Tub, King Bed, and Wood stove-18 Minutes to Sunday River

Greenwood
10.0 out of 10, Exceptional, (26)
"We had an amazing time! Thank you!"
United States
Michael M.
Abundant Light with Hot Tub, King Bed, and Wood stove-18 Minutes to Sunday River

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

Hanover
10.0 out of 10, Exceptional, (59)
"Great home. Everything you need is there! Owner/Manager Janna was so easy to reach and so helpful. We truly had a blast!! Can’t wait to come back!"
United States
Rana D.
INDOOR POOL, HOT TUB, PRIVATE 86 acre Retreat and Event Space

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

Newry
8.8 out of 10, Excellent, (44)
"Great views and location if you are looking for a part of Maine not super coastal and touristy."
United States
Krystal F.
Secluded dog-friendly getaway with hot tub, game room, firepit, mountain views

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)
"This place was beautiful and had everything you could possibly need while on vacation. We enjoyed it so much and would love to return in the summer months! "
United States
Makenna K.
Sunday River Lakefront Grand Cabin, Sleeps 20, Hot tub, fire pit, pets welcome

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

Newry
10.0 out of 10, Exceptional, (329)
"House was great for what we needed. Everyone had a great time staying there. View was unbelievable. Short distance from Sunday River. "
United States
Shawn J.
The Artist's Cabin at Powder Ridge Overlooking Sunday River SKI PARKING PASS

Beautiful Chalet to Enjoy All Four Seasons

Bethel
10.0 out of 10, Exceptional, (86)
"Great layout on a very quiet road"
United States
Weston D.
Beautiful Chalet to Enjoy All Four Seasons

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

Poland
9.8 out of 10, Exceptional, (15)
"Great location on Thompson lake! Nice dock and swim platform plus sandy beach area. "
United States
Julie W.
Waterfront, dog-friendly home on 12+ acres with dock, hot tub & sunset views

The Mansion- Exclusive Private Estate on 5 Pristine Acres

Newry
10.0 out of 10, Exceptional, (41)
"Outstanding location close to hiking, golf, fishing, etc. Nice private setting with plenty of space for a big group to spread out. Lots of fun games and activities on site. Great amenities and excellent communication throughout the process. "
United States
Stephen C.
The Mansion- Exclusive Private Estate on 5 Pristine Acres

Riverfront Ski Chalet Cabin only minutes to Sunday River Resort & Trails Galore!

Bethel
10.0 out of 10, Exceptional, (123)
"We all stayed during the summer and this location was fantastic! It had everything we could possibly think of and had a great area for us to play lawn games and for the dogs to run around in! "
United States
Meagan D.
Riverfront Ski Chalet Cabin only minutes to Sunday River Resort & Trails Galore!

Rediker Retreat- Authentic Riverfront Luxury Log Home

Newry
10.0 out of 10, Exceptional, (94)
"Nice home, very kid and dog friendly, enjoyed tubing down the river in front of the cabin. "
United States
Nancy F.
Rediker Retreat- Authentic Riverfront Luxury Log Home

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

Newry
10.0 out of 10, Exceptional, (5)
"Our host was very helpful and in communication with us. House had plenty of room for our group, we all loved watching movies in the movie room together."
United States
Kelley N.
9 Bdrm Premiere Luxury Estate Sleep 26 Movie Theater, Pool,Spa,Game Rm,Steam Rms

Welcome to The Bear's Den! Dog friendly and 5 minutes to Pleasant Mountain!

West Bridgton
10.0 out of 10, Exceptional, (38)
"This was a great place to stay. Clean, well stocked and comfortable. We will stay here again "
United States
Suzi G.
Welcome to The Bear's Den! Dog friendly and 5 minutes to Pleasant Mountain!

Lakefront Log Home 12 feet Away from Lake

Bridgton
10.0 out of 10, Exceptional, (63)
"Will look to stay again!!!"
United States
Justin R.
The price is €463
includes taxes & fees
22 Dec - 23 Dec
Lakefront Log Home 12 feet Away from Lake

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

Newry
10.0 out of 10, Exceptional, (90)
"Gorgeous property! Fun for all ages! We had an incredible time!"
United States
Megan H.
Stunning views, luxurious home, heated pool, hot tub, games

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

Newry
9.6 out of 10, Exceptional, (17)
"They've got everything covered. Super comfortable place for the family to relax and spend some time together. This was our second visit and we're looking forward to going back in February for our third! Love love love it!"
United States
Jane G.
Ski-in/out, dog-friendly townhome with mountain views, hot tub & pool

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

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

Woodstock
9.4 out of 10, Exceptional, (49)
"Wonderful location for family reunion. We had 29 people from age 6-73. The best part was the outside lawn and beach. The water was perfect for all our kids. Lots of uneven/steps in the home for our older family members. But what would be expected for camp. "
United States
Maria M.
Lakefront, Near Sunday River, Steam Rm, Firepit, HUGE Kitchen, LG Fireplace

Mountainside Chalet direct views of Sunday River

Newry
9.2 out of 10, Wonderful, (36)
"Great house, plenty of room for large family of adults. "
United States
Rick M.
Mountainside Chalet direct views of Sunday River

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

Newry
9.8 out of 10, Exceptional, (15)
"We had a wonderful stay! It was spacious and comfortable for our family and friends who were in the area for our son’s wedding weekend!"
United States
Jennifer W.
Panoramic mountain view/Hot Tub/Shuffleboard/Theater room Sunday River

Cedar&Stone: Cozy cabin in the Western Maine Mountains. Skiing, hiking, biking

Bethel
8.8 out of 10, Excellent, (3)
"Everything was very clean and we felt immediately welcomed by an adorable letter board beside a bowl of snacks in the kitchen. The beds were comfortable and, despite the lack of air conditioning, the temperature felt perfect inside and if we had wanted to cool off there was an openable window in the master bedroom. The board games (we had a blast with the spider-man monopoly) and coffee bar were a welcomed addition as well that we were thankful for! The area around the property is exceptionally...
United States
Olivia R.
The price is €225
includes taxes & fees
24 Nov - 25 Nov
Cedar&Stone: Cozy cabin in the Western Maine Mountains. Skiing, hiking, biking
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, apart-hotels, 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 €225 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 22 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 Snow Falls. 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.