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

Greenwood Vacation Rentals

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Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Greenwood vacation 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, (209 reviews)
"Great place, had an amazing time!"
United States
SHREOSHI
The price is ￥17,420
￥18,988 total
includes taxes & fees
Oct 27 - Oct 28
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 ￥26,205
￥100,998 total
includes taxes & fees
Oct 25 - Oct 26
Nature Retreat, Sauna, Hot Tub, Gameroom, Fire Pit
A bedroom with a bed, a wooden staircase leading to a bathtub, and a wall-mounted heater.

3. Adult Themed get-a-way! Centrally located to ski mountains, Oxford Casino, OPS.

Adult Themed get-a-way! Centrally located to ski mountains, Oxford Casino, OPS.
South Paris
8.8 out of 10, Excellent, (38 reviews)
"Great place to stay"
United States
Hannah G.
The price is ￥17,632
￥26,907 total
includes taxes & fees
Oct 28 - Oct 29
Adult Themed get-a-way! Centrally located to ski mountains, Oxford Casino, OPS.
A spacious living area with a sofa, coffee table, and dining table. There is a kitchen in the background with modern appliances.

4. 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.
Cozy Retreat w/ Fireplace, EV Charger, King Bed
A kitchen with a wooden countertop, a dishwasher, and a sink.

5. Cozy Home 8 Mins to Sunday River w/ EV Charger

Cozy Home 8 Mins to Sunday River w/ EV Charger
Bethel
10.0 out of 10, Exceptional, (7 reviews)
"Convenient location, very clean, nice amenities, good communication."
United States
Kristina R.
The price is ￥14,824
￥38,045 total
includes taxes & fees
Oct 25 - Oct 26
Cozy Home 8 Mins to Sunday River w/ EV Charger
A bedroom with a bed, wooden ceiling, a window with blinds, a nightstand, and a framed picture on the wall.

6. 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 ￥19,466
￥32,152 total
includes taxes & fees
Oct 28 - Oct 29
An Authentic Clean & Cozy Maine Homestay
A room with a large window, a leather armchair, a wooden table, and a small wooden chest.

7. Modern Woodland Retreat • Firepit • Hiking • River

Modern Woodland Retreat • Firepit • Hiking • River
Bethel
The price is ￥18,824
￥62,581 total
includes taxes & fees
Oct 26 - Oct 27
Modern Woodland Retreat • Firepit • Hiking • River
A spacious wooden interior with a staircase, a dining area, and large windows.

8. Secluded 2BR Log Cabin on 52 Wooded Acres

Secluded 2BR Log Cabin on 52 Wooded Acres
Norway
The price is ￥30,891
￥75,697 total
includes taxes & fees
Nov 3 - Nov 4
Secluded 2BR Log Cabin on 52 Wooded Acres
A cozy living room with wooden walls and ceiling, a sofa, a coffee table, and a television.

9. Cherry Lane Condo | Minutes to Sunday River

Cherry Lane Condo | Minutes to Sunday River
Bethel
9.0 out of 10, Wonderful, (8 reviews)
"Convenient location, very clean and cozy condo"
United States
Olga S.
The price is ￥13,507
￥38,012 total
includes taxes & fees
Oct 25 - Oct 26
Cherry Lane Condo | Minutes to Sunday River
A cozy attic bedroom with a bed, a window, and a cowhide rug.

10. White Mountains A-Frame | Off-Grid, Stars, Firepit

White Mountains A-Frame | Off-Grid, Stars, Firepit
Stoneham
The price is ￥13,020
￥28,428 total
includes taxes & fees
Oct 26 - Oct 27
White Mountains A-Frame | Off-Grid, Stars, Firepit
A wooden cabin with a triangular roof, a front door, and two white Adirondack chairs outside.

11. White Mountains Hike-In A-Frame | Disc Golf Dreams

White Mountains Hike-In A-Frame | Disc Golf Dreams
Stoneham
The price is ￥11,911
￥27,035 total
includes taxes & fees
Oct 27 - Oct 28
White Mountains Hike-In A-Frame | Disc Golf Dreams
A wooden deck with a view of a forest.

12. Off-Grid Treehouse! White Mountain National Forest

Off-Grid Treehouse! White Mountain National Forest
Stoneham
Off-Grid Treehouse! White Mountain National Forest
Room

13. 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 ￥26,644
￥33,313 total
includes taxes & fees
Oct 28 - Oct 29
Little Acorn Landing
A cozy room with a bed, a wooden dining table, and a kitchen area.

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

Romantic Tiny Home with HotTub, Firepit, 3 minutes to Bethel
Bethel
The price is ￥24,332
￥48,559 total
includes taxes & fees
Oct 26 - Oct 27
Romantic Tiny Home with HotTub, Firepit, 3 minutes to Bethel
A yurt with a wooden ceiling, a central light fixture, a sofa, a coffee table, and a kitchen area with a stove.

15. 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 ￥27,812
￥34,415 total
includes taxes & fees
Oct 26 - Oct 27
The Bear Glamping Yurt in Bethel, Maine
A yurt interior with a central wooden beam structure, a sofa, a small table, and a television.

16. The Swift Glamping Yurt in Bethel, Maine

The Swift Glamping Yurt in Bethel, Maine
Bethel
10.0 out of 10, Exceptional, (5 reviews)
"We had a great time staying in the yurts. We were traveling with another couple and we were able to get yurts next to one another making it easier to hang out together. We definitely took advantage of the fire pit outside. I would absolutely recommend this place! "
United States
Mandy P.
The price is ￥27,812
￥34,757 total
includes taxes & fees
Oct 25 - Oct 26
The Swift Glamping Yurt in Bethel, Maine
A two-story log cabin with a stone chimney, surrounded by snow-covered trees.

17. 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 ￥46,862
￥112,463 total
includes taxes & fees
Nov 3 - Nov 4
Sunday River|Mt Views| Dog Friendly|20% Off 3+
A covered porch with a view of trees and a house in the background.

18. Charming Home Near Sunday River & Other Ski Areas

Charming Home Near Sunday River & Other Ski Areas
Rumford
9.8 out of 10, Exceptional, (101 reviews)
"Very accommodating stay."
United States
Alicia H.
The price is ￥19,607
￥37,995 total
includes taxes & fees
Oct 26 - Oct 27
Charming Home Near Sunday River & Other Ski Areas
A yurt interior with a central seating area, a kitchen, and a ladder leading to an upper level.

19. The Rangeley Glamping Yurt in Bethel, Maine

The Rangeley Glamping Yurt in Bethel, Maine
Bethel
10.0 out of 10, Exceptional, (1 review)
"Clean, easy and everything is in good order. Great spot for a weekend biking adventure."
United States
Andy J.
The price is ￥27,812
￥33,903 total
includes taxes & fees
Nov 5 - Nov 6
The Rangeley Glamping Yurt in Bethel, Maine
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

Hampton Inn Oxford

Hampton Inn Oxford

10/10 Excellent
"All the above very good."
Laurie 2-night trip
Posted 11 hours ago
Hampton Inn Oxford

Find out more about Greenwood

Search for holiday rentals in Greenwood on Expedia! You can easily find your home rentals, villas, holiday apartments in Greenwood using one of the methods below:

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Look no further and take a look at our great range of rental properties in Greenwood!

Frequently asked questions

Can I find a vacation rental in Greenwood?

Yes, you can find vacation rentals close to the most popular points of interest in Greenwood, or you can go with a secluded option if you want a relaxing place to stay. Greenwood is known for its ski areas.

What's the top vacation rental in Greenwood?

Luxury Lakefront Estate on 138 Acres - Pickleball, Reunions & Weddings: Visitors like this Greenwood vacation home rental. It is located on a lake and has a fireplace, a balcony, and a barbecue grill 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 you can cook with friends or family. Kick off your shoes and enjoy yourself with a library and a hot tub.

How many vacation rentals will I find in Greenwood?

With 20 Expedia vacation rentals, you're sure 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 vacation rental in Greenwood like?

Vacation rentals are private properties you can stay in for several days or longer in Greenwood. Vacation rentals provide amenities like kitchens and laundry facilities so you'll have a home away from home. If you're concerned about a sanitized environment, vacation rentals can provide a sense of safety away from shared hotel elevators and bustling concierge desks while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive option for a small group gathering.