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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Greenwood holiday rentals

A room with a large window, a sofa with patterned cushions, a small table with a vase of flowers, and a radiator.

1. Evergreen Valley Inn by Coolvacay

Evergreen Valley Inn by Coolvacay
3.0 star property
Stoneham
8.0 out of 10, Very good, (216 reviews)
"Great place, had an amazing time!"
United States
SHREOSHI
The price is £79
includes taxes & fees
15 Nov - 16 Nov
Evergreen Valley Inn by Coolvacay
A person sitting on a bed in a room with wooden walls and a ceiling, reading a book.

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

Nature Retreat, Sauna, Hot Tub, Gameroom, Fire Pit
Woodstock
The price is £500
includes taxes & fees
30 Nov - 1 Dec
Nature Retreat, Sauna, Hot Tub, Gameroom, Fire Pit
A bedroom with two beds, a desk with a chair, a window with a view of trees, and a wall-mounted lamp.

3. 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 £452
includes taxes & fees
10 Nov - 11 Nov
Sunday River|Mt Views| Dog Friendly|20% Off 3+
A spacious wooden interior with a staircase, a dining area, and large windows.

4. Secluded 2BR Log Cabin on 52 Wooded Acres

Secluded 2BR Log Cabin on 52 Wooded Acres
Norway
The price is £316
includes taxes & fees
10 Nov - 11 Nov
Secluded 2BR Log Cabin on 52 Wooded Acres
A wooden cabin interior with a dining area, a living room with a sofa, and large windows offering a view of the outdoors.

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

Sleeps 10, Lake View Retreat, with Hot tub & Barrel Sauna
Woodstock
The price is £310
includes taxes & fees
12 Nov - 13 Nov
Sleeps 10, Lake View Retreat, with Hot tub & Barrel Sauna
A spacious living area with a sofa, coffee table, and dining table. There is a kitchen in the background with modern appliances.

6. Cozy Retreat w/ Fireplace, EV Charger, King Bed

Cozy Retreat w/ Fireplace, EV Charger, King Bed
Bethel
9.6 out of 10, Exceptional, (14 reviews)
"This house is stunning, all of the natural light was great! And the recommendation for hiking and local restaurants was very helpful."
United States
Brandy B.
The price is £143
includes taxes & fees
11 Nov - 12 Nov
Cozy Retreat w/ Fireplace, EV Charger, King Bed
A large, two-story house with a covered porch and a stone garden feature.

7. 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 £543
includes taxes & fees
10 Nov - 11 Nov
NEW Luxury Retreat Hot Tub+Swim Lake+Firepits
Exterior

8. Treehouse With Hot Tub Close to Sunday River!

Treehouse With Hot Tub Close to Sunday River!
Woodstock
10.0 out of 10, Exceptional, (16 reviews)
"We came back for our 2nd time to the tree house and it was perfect just like the last time. "
United States
Fred W.
The price is £429
includes taxes & fees
19 Nov - 20 Nov
Treehouse With Hot Tub Close to Sunday River!
A spacious kitchen with a large island, wooden cabinets, and a stone fireplace.

9. Mountain Views• HotTub• Central Location• Dogs OK

Mountain Views• HotTub• Central Location• Dogs OK
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 £601
includes taxes & fees
10 Nov - 11 Nov
Mountain Views• HotTub• Central Location• Dogs OK
A cozy log cabin interior with a stone fireplace, a comfortable sofa, and a large window offering a view of the outdoors.

10. 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.
The price is £499
includes taxes & fees
10 Nov - 11 Nov
Ursa Major House - Quiet family getaway, minutes from skiing, hiking, biking.
A room with a large window, a leather armchair, a wooden table, and a small wooden chest.

11. 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 £315
includes taxes & fees
10 Nov - 11 Nov
Sunday River Getaway | Sleeps 6 | Pet-Friendly
A modern living room with a sectional sofa, a fireplace, and a large window.

12. Unique Stay• HotTub• Central Location• Dogs OK

Unique Stay• HotTub• Central Location• 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.
The price is £593
includes taxes & fees
10 Nov - 11 Nov
Unique Stay• HotTub• Central Location• Dogs OK
A yurt with a wooden ceiling, a central light fixture, a sofa, a coffee table, and a kitchen area with a stove.

13. The Bear Glamping Yurt in Bethel, Maine

The Bear Glamping Yurt in Bethel, Maine
Bethel
9.6 out of 10, Exceptional, (5 reviews)
"Excellent place, the yurts are fantastic. It was like a different planet in the snow. Definitely recommend it. "
United States
Mustafa
The price is £159
includes taxes & fees
10 Nov - 11 Nov
The Bear Glamping Yurt in Bethel, Maine
Terrace/patio

14. 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 £153
includes taxes & fees
10 Nov - 11 Nov
Little Acorn Landing
A cozy room with a bed, a wooden dining table, and a kitchen area.

15. Romantic Tiny Home with HotTub, Firepit, 3 minutes to Bethel

Romantic Tiny Home with HotTub, Firepit, 3 minutes to Bethel
Bethel
The price is £349
includes taxes & fees
14 Nov - 15 Nov
Romantic Tiny Home with HotTub, Firepit, 3 minutes to Bethel
A rustic interior with a wooden bar, seating area, and a staircase leading to an upper level.

16. Unique Stay• HotTub• Game Room & Bar• Dogs Welcome

Unique Stay• HotTub• Game Room & Bar• Dogs Welcome
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.
The price is £560
includes taxes & fees
10 Nov - 11 Nov
Unique Stay• HotTub• Game Room & Bar• Dogs Welcome
A hot tub in a forested area with outdoor seating and a grill.

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

Cedar🏡 Waterfront💦 Hot tub🔥 Pool🎱 Privacy 🕵️
Norway
9.6 out of 10, Exceptional, (29 reviews)
"The cabin was very clean and cozy and relaxing, we had a wonderful time there!"
United States
Colby S.
The price is £509
includes taxes & fees
16 Nov - 17 Nov
Cedar🏡 Waterfront💦 Hot tub🔥 Pool🎱 Privacy 🕵️
A bedroom with a large bed, a fireplace, a hanging chair, and a view of a forest and stream.

18. 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 £554
includes taxes & fees
22 Nov - 23 Nov
Ultra Private, Crooked Reflections, Riverside Retreat, Hot Tub, Waterfront Glass
A spacious living room with a brown leather sofa, a flat-screen TV, and a wooden ceiling.

19. 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.
The price is £600
includes taxes & fees
1 Dec - 2 Dec
NEW! Modern Getaway - Hot Tub/Fire Pit/Pool table
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

A porch with two rocking chairs, a blue door, and decorative pumpkins.
Holidae House Bed & Breakfast

Holidae House Bed & Breakfast

Holidae House Bed & Breakfast
Bethel

10/10 Excellent

Very well kept and well preserved period property in bethel. Delightful hosts John and Jeanette made us feel very welcome and nothing was too much trouble for them to endure our stay was perfect. I would highly recommend staying here if you’re visiting Bethel ME
United Kingdom
Andrew
Reviewed July 31, 2024
Holidae House Bed & Breakfast

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 £78 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.