A calm lake surrounded by autumn-colored trees and houses in the background.

Holiday Rentals in Greenwood

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Our top choices for Greenwood holiday rentals

1. Evergreen Valley Inn by Coolvacay

Evergreen Valley Inn by Coolvacay
3.0 star property
Stoneham
8.0 out of 10, Very good, (211 reviews)
"Great place, had an amazing time!"
United States
SHREOSHI
The price is €108
includes taxes & fees
26 Nov - 27 Nov
Evergreen Valley Inn by Coolvacay

2. Sunday River|Mt Views| Dog Friendly|20% Off 3+

Sunday River|Mt Views| Dog Friendly|20% Off 3+
Bryant Pond
10.0 out of 10, Exceptional, (58 reviews)
"What an amazing house!! View was fantastic!"
United States
Michelle L.
The price is €583
includes taxes & fees
17 Nov - 18 Nov
Sunday River|Mt Views| Dog Friendly|20% Off 3+

3. Nature Retreat, Sauna, Hot Tub, Gameroom, Fire Pit

Nature Retreat, Sauna, Hot Tub, Gameroom, Fire Pit
Woodstock
Nature Retreat, Sauna, Hot Tub, Gameroom, Fire Pit

4. NEW Luxury Retreat Hot Tub+Swim Lake+Firepits

NEW Luxury Retreat Hot Tub+Swim Lake+Firepits
Woodstock
8.0 out of 10, Very good, (1 review)
The price is €649
includes taxes & fees
5 Nov - 6 Nov
NEW Luxury Retreat Hot Tub+Swim Lake+Firepits

5. Ursa Major House - Quiet family getaway, minutes from skiing, hiking, biking.

Ursa Major House - Quiet family getaway, minutes from skiing, hiking, biking.
Bethel
10.0 out of 10, Exceptional, (26 reviews)
"We had a wonderful stay! The communication was super easy. The house was clean and had plenty of room. The living-room was so cozy and loved the hot tub at the end of a long day. Close to beautiful hikes and great restaurants. Definitely would book again! "
United States
Tanya M.
Ursa Major House - Quiet family getaway, minutes from skiing, hiking, biking.

6. NEW! Modern Getaway - Hot Tub/Fire Pit/Pool table

NEW! Modern Getaway - Hot Tub/Fire Pit/Pool table
Norway
10.0 out of 10, Exceptional, (2 reviews)
"We had a great couple of nights here, plenty of space for 6 adults and 3 kids. Everything was clean, worked well, and easy to find what we needed. Great location to drive back to after skiing and we'd definitely stay again if in the area. We all loved the hot tub!"
United States
Irene S.
NEW! Modern Getaway - Hot Tub/Fire Pit/Pool table

7. Cedar🏡 Waterfront💦 Hot tub🔥 Pool🎱 Privacy 🕵️

Cedar🏡 Waterfront💦 Hot tub🔥 Pool🎱 Privacy 🕵️
Norway
9.6 out of 10, Exceptional, (28 reviews)
"The cabin was very clean and cozy and relaxing, we had a wonderful time there!"
United States
Colby S.
The price is €641
includes taxes & fees
17 Nov - 18 Nov
Cedar🏡 Waterfront💦 Hot tub🔥 Pool🎱 Privacy 🕵️

8. Secluded 2BR Log Cabin on 52 Wooded Acres

Secluded 2BR Log Cabin on 52 Wooded Acres
Norway
The price is €378
includes taxes & fees
5 Nov - 6 Nov
Secluded 2BR Log Cabin on 52 Wooded Acres

9. An Authentic Clean & Cozy Maine Homestay

An Authentic Clean & Cozy Maine Homestay
Buckfield
9.8 out of 10, Exceptional, (70 reviews)
"Host was very accommodating and helpful! Was a great space to stay and felt homey! In a good area with plenty of amenities nearby."
United States
Autumn M.
The price is €174
includes taxes & fees
6 Nov - 7 Nov
An Authentic Clean & Cozy Maine Homestay

10. Unique Family Retreat | HotTub, Fire Pit, Dogs OK!

Unique Family Retreat | HotTub, Fire Pit, Dogs OK!
Bethel
10.0 out of 10, Exceptional, (1 review)
"The rooms looked exactly like the photos, the house was very charming and welcoming feeling. Inside the house, and the hot tub, were clean and in working order. We appreciated all the small touches like soap, showering needs, dish-ware etc. The deck off the main bedroom was a nice little quiet getaway. The property was well taken care of, The fire pit was perfect for the cool nights and s’mores! The hosts were friendly and accommodating. Thanks from, two adults, three teenagers and the dog!"
United States
Abbie C.
Unique Family Retreat | HotTub, Fire Pit, Dogs OK!

11. NEW Chalet 6 minutes from Sunday River! Hot tub, Sauna, Sleeps 12, Dog Friendly!

NEW Chalet 6 minutes from Sunday River! Hot tub, Sauna, Sleeps 12, Dog Friendly!
Bethel
10.0 out of 10, Exceptional, (12 reviews)
"Great place! Clean, pictures lived up to expectations, owner was responsive and location was great. Would definitely go back!!!"
United States
Brian D.
NEW Chalet 6 minutes from Sunday River! Hot tub, Sauna, Sleeps 12, Dog Friendly!

12. Stunning MTN views! Fireplace, Hot Tub, Sleeps 12

Stunning MTN views! Fireplace, Hot Tub, Sleeps 12
Bethel
9.8 out of 10, Exceptional, (12 reviews)
"Stayed for 6 days with friends and family, house had plenty of room for everyone and was accommodating to a last minute pet addition to the stay. Hot tub was one of the biggest hits. Will book this place again for sure. "
United States
Jason K.
The price is €743
includes taxes & fees
5 Nov - 6 Nov
Stunning MTN views! Fireplace, Hot Tub, Sleeps 12

13. Unique Dome with HotTub & Mtn Views

Unique Dome with HotTub & Mtn Views
Bryant Pond
10.0 out of 10, Exceptional, (6 reviews)
"Beautiful home with an amazing view! the backyard is perfect for stargazing! we would love to come back, it was a perfect trip no complaints! we are so sad to leave!"
United States
Megan O.
Unique Dome with HotTub & Mtn Views

14. Ultra Private, Crooked Reflections, Riverside Retreat, Hot Tub, Waterfront Glass

Ultra Private, Crooked Reflections, Riverside Retreat, Hot Tub, Waterfront Glass
Norway
9.8 out of 10, Exceptional, (12 reviews)
"Such a great and cozy few days away from reality, highly recommend this warm, home away from home kind of place!"
United States
Elizabeth S.
The price is €716
includes taxes & fees
22 Nov - 23 Nov
Ultra Private, Crooked Reflections, Riverside Retreat, Hot Tub, Waterfront Glass

15. Little Acorn Landing

Little Acorn Landing
Norway
10.0 out of 10, Exceptional, (2 reviews)
"Great place clean and comfortable great host"
United States
phillip D.
The price is €183
includes taxes & fees
5 Nov - 6 Nov
Little Acorn Landing

16. 6BR Mountain Cabin | Hot Tub • Fire Pit

6BR Mountain Cabin | Hot Tub • Fire Pit
Bethel
9.4 out of 10, Exceptional, (3 reviews)
"Fantastic stay, clean, cozy"
United States
Katherine D.
The price is €1,007
includes taxes & fees
8 Nov - 9 Nov
6BR Mountain Cabin | Hot Tub • Fire Pit

17. Sleeps 10, Lake View Retreat, with Hot tub & Barrel Sauna

Sleeps 10, Lake View Retreat, with Hot tub & Barrel Sauna
Woodstock
The price is €452
includes taxes & fees
5 Nov - 6 Nov
Sleeps 10, Lake View Retreat, with Hot tub & Barrel Sauna

18. Close to Skiing! HotTub! Game Rm! Sleeps 12!

Close to Skiing! HotTub! Game Rm! Sleeps 12!
Bethel
10.0 out of 10, Exceptional, (11 reviews)
"Made for an amazing family trip! Thank you so much for a welcoming and comfortable stay!"
United States
Jolene W.
The price is €829
includes taxes & fees
5 Nov - 6 Nov
Close to Skiing! HotTub! Game Rm! Sleeps 12!

19. Sunday River Getaway | Sleeps 6 | Pet-Friendly

Sunday River Getaway | Sleeps 6 | Pet-Friendly
Bethel
6.0 out of 10, (1 review)
"Desiree was very responsive to our questions and considerate. The property has a beautiful view and is peaceful."
United States
wendy b.
The price is €337
includes taxes & fees
5 Nov - 6 Nov
Sunday River Getaway | Sleeps 6 | Pet-Friendly
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 €108 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?

Luxury Lakefront Estate on 138 Acres - Pickleball, Reunions & Weddings: This holiday home rental outside of Greenwood is located on a lake, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 8 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a library and 1 hot tub.

How many holiday rentals will I find in Greenwood?

With 20 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?

Uncle Tom Mountain and Bryant Pond are a couple of lovely local spots to get outside and enjoy nature. 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.