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Greenwood Holiday Rentals

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Holiday Rentals in Greenwood

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

10.0 out of 10, Exceptional, (26)
"Cozy cabin close to Sunday River and right near the town. Would stay again."
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

10.0 out of 10, Exceptional, (56)
"This house was a blast - would def stay again"
INDOOR POOL, HOT TUB, PRIVATE 86 acre Retreat and Event Space

Lakefront Log Home 12 feet Away from Lake

10.0 out of 10, Exceptional, (60)
"Incredible night away on a quiet Maine pond. Highly recommended, Todd was great and the place was perfect! We will be back for sure."
The price is NZ$937
includes taxes & fees
30 Sept - 1 Oct
Lakefront Log Home 12 feet Away from Lake

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

8.8 out of 10, Excellent, (41)
"Great views and location if you are looking for a part of Maine not super coastal and touristy."
Secluded dog-friendly getaway with hot tub, game room, firepit, mountain views

Lovely, Lake Front 2-Bedroom Cabin with Porch and Dock on Saturday Pond

10.0 out of 10, Exceptional, (8)
Lovely, Lake Front 2-Bedroom Cabin with Porch and Dock on Saturday Pond

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

10.0 out of 10, Exceptional, (34)
"Sindi and Doug were excellent hosts! The property was extremely clean, welcoming and full stocked with everything needed for a ski weekend!"
Welcome to The Bear's Den! Dog friendly and 5 minutes to Pleasant Mountain!

Cozy Cabin! Firepit! Dogs Welcome! Hot Tub!

10.0 out of 10, Exceptional, (1)
"We stayed for a long weekend for our anniversary.Adorable cabin with everything u need to have an unplugged quiet retreat in the woods. This was exactly what we were looking to do.Close to hiking trails and multiple water access points. The hot tub, firepit and corn hole areas got lots of use. Would definitely stay here again. "
Cozy Cabin! Firepit! Dogs Welcome! Hot Tub!

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

10.0 out of 10, Exceptional, (324)
"Great place!"
The Artist's Cabin at Powder Ridge Overlooking Sunday River SKI PARKING PASS

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

10.0 out of 10, Exceptional, (11)
"We had the best time ever at this property. Swimming, fishing, dinners on the deck at Sunset PRICELESS!!!"
Waterfront, dog-friendly home on 12+ acres with dock, hot tub & sunset views

The Mansion- Exclusive Private Estate on 5 Pristine Acres

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. "
The Mansion- Exclusive Private Estate on 5 Pristine Acres

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

10.0 out of 10, Exceptional, (4)
"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. "
9 Bdrm Premiere Luxury Estate Sleep 26 Movie Theater, Pool,Spa,Game Rm,Steam Rms

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

9.4 out of 10, Exceptional, (47)
"It was overall an amazing stay. Everything was perfect."
Lakefront, Near Sunday River, Steam Rm, Firepit, HUGE Kitchen, LG Fireplace

Rediker Retreat- Authentic Riverfront Luxury Log Home

10.0 out of 10, Exceptional, (91)
"Great stay, awesome house"
Rediker Retreat- Authentic Riverfront Luxury Log Home

The Ski Hive Trailside At Pleasant Mnt

2.0 star property
9.0 out of 10, Wonderful, (4)
"Our heart warming family reunion was a very successful event in this very accommodating and special home. The abundance of nature, peaceful setting, and availability of outdoor activities nearby, makes this Ski Hive special even in the summer. The Braciskas are great hosts."
The Ski Hive Trailside At Pleasant Mnt

Lakefront Cottage: Boat Dock, Patio & Kayaks!

3.0 star property
Lakefront Cottage: Boat Dock, Patio & Kayaks!

Ell Suite walk to town beach

The price is NZ$286
includes taxes & fees
21 Sept - 22 Sept
Ell Suite walk to town beach

Private one half mile on the Sunday River. Spacious home for family gatherings

9.8 out of 10, Exceptional, (74)
"Spotless property with every amenity indoors and outdoors. Close to the incredible mining museum,kayaking,miniature golf and ski slopes. A perfect location in beautiful Bethel,Maine."
Private one half mile on the Sunday River. Spacious home for family gatherings

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

9.8 out of 10, Exceptional, (47)
"Really enjoyed the location and charm of the place. It has the rustic feel of a cabin with all the modern amenities for a comfortable stay."
Lakefront home with lovely lake views - one mile from the casino

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

10.0 out of 10, Exceptional, (15)
"Our stay was amazing.. close to town, very comfortable and met all of our needs.. would definitely stay there again!"
The price is NZ$325
includes taxes & fees
21 Sept - 22 Sept
Barn on Pleasant-<br>walk to town <br>NO EXTRA FEES

Views of the Sunrise from the Deck; Beach, Ski, snowmobile@The Water's Edge

10.0 out of 10, Exceptional, (18)
"This house was perfect for our larger group! The lake was amazing and the house had plenty of space for all of us. We had everything we needed at the house and had an amazing week!"
Views of the Sunrise from the Deck; Beach, Ski, snowmobile@The Water's Edge
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

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$286 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 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.