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
Aug 28 - Aug 30
In two months
Oct 9 - Oct 11
In three months
Nov 6 - Nov 8
In four months
Dec 4 - Dec 6

Our top choices for Greenwood vacation rentals

Exterior

1. 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, (55 reviews)
"Clean rooms, amazing kitchen, very responsive host!"
United States
Carson B.
The price is ￥47,616
￥114,272 total
includes taxes & fees
Sep 7 - Sep 8
Sunday River|Mt Views| Dog Friendly|20% Off 3+
Smart TV, fireplace, video games, foosball

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

Nature Retreat, Sauna, Hot Tub, Gameroom, Fire Pit
Woodstock
The price is ￥26,802
￥102,814 total
includes taxes & fees
Sep 7 - Sep 8
Nature Retreat, Sauna, Hot Tub, Gameroom, Fire Pit
Exterior

3. Treehouse With Hot Tub Close to Sunday River!

Treehouse With Hot Tub Close to Sunday River!
Woodstock
10.0 out of 10, Exceptional, (15 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 ￥82,422
￥124,214 total
includes taxes & fees
Aug 27 - Aug 28
Treehouse With Hot Tub Close to Sunday River!
1 bedroom, desk, WiFi (free), bed sheets

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

Ultra Private, Crooked Reflections, Riverside Retreat, Hot Tub, Waterfront Glass
Norway
10.0 out of 10, Exceptional, (9 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 ￥79,635
￥127,599 total
includes taxes & fees
Aug 31 - Sep 1
Ultra Private, Crooked Reflections, Riverside Retreat, Hot Tub, Waterfront Glass
Terrace/patio

5. The Pleasant at Chandler Brook Village

The Pleasant at Chandler Brook Village
Bethel
9.8 out of 10, Exceptional, (7 reviews)
"This was so much fun for our family, it was our first experience staying in a Yurt. We would come back again and recommended to anyone looking for a “glamping” adventure! "
United States
Stephanie
The price is ￥28,259
￥35,315 total
includes taxes & fees
Aug 13 - Aug 14
The Pleasant at Chandler Brook Village
Smart TV, fireplace

6. 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!
Interior

7. The Swift at Chandler Brook Village

The Swift at Chandler Brook Village
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 ￥28,259
￥35,315 total
includes taxes & fees
Aug 19 - Aug 20
The Swift at Chandler Brook Village
3 bedrooms, desk, iron/ironing board, WiFi (free)

8. An Authentic Clean & Cozy Maine Homestay

An Authentic Clean & Cozy Maine Homestay
Buckfield
9.8 out of 10, Exceptional, (68 reviews)
"My tenants said the accommodations were lovely "
United States
Nathan
The price is ￥19,779
￥32,495 total
includes taxes & fees
Aug 25 - Aug 26
An Authentic Clean & Cozy Maine Homestay
Smart TV

9. Modern Woodland Retreat • Firepit • Hiking • River

Modern Woodland Retreat • Firepit • Hiking • River
Bethel
The price is ￥27,092
￥73,105 total
includes taxes & fees
Aug 21 - Aug 22
Modern Woodland Retreat • Firepit • Hiking • River
Exterior detail

10. This woods cabin is a true wilderness getaway. Get ready to commune with nature.

This woods cabin is a true wilderness getaway. Get ready to commune with nature.
Waterford
The price is ￥14,977
￥21,532 total
includes taxes & fees
Aug 17 - Aug 18
This woods cabin is a true wilderness getaway. Get ready to commune with nature.
Outdoor spa tub

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

Cedar🏡 Waterfront💦 Hot tub🔥 Pool🎱 Privacy 🕵️
Norway
9.6 out of 10, Exceptional, (19 reviews)
"Quiet nice peaceful location. It was a great weekend getaway. Whole process was great!"
United States
Jason B.
The price is ￥103,513
￥155,878 total
includes taxes & fees
Aug 27 - Aug 28
Cedar🏡 Waterfront💦 Hot tub🔥 Pool🎱 Privacy 🕵️
Dining table

12. SUNDAY RIVER RENTAL

SUNDAY RIVER RENTAL
Bethel
9.2 out of 10, Wonderful, (9 reviews)
"Good location, plenty of parking."
United States
Samantha M.
The price is ￥51,756
￥89,221 total
includes taxes & fees
Aug 13 - Aug 14
SUNDAY RIVER RENTAL
Exterior detail

13. 1 bedroom cottage with queen bed and 2 person whirlpool tub.

1 bedroom cottage with queen bed and 2 person whirlpool tub.
Norway
10.0 out of 10, Exceptional, (1 review)
"It was a wonderful, cozy cottage in a wonderfully scenic wooded area. The owners were extremely pleasant and helpful. I couldn't have asked for more."
United States
Micah
The price is ￥27,073
￥33,849 total
includes taxes & fees
Sep 3 - Sep 4
1 bedroom cottage with queen bed and 2 person whirlpool tub.
Exterior

14. Sleeps 20 | Hot Tub | Game Room | Fire Pit |4500SF

Sleeps 20 | Hot Tub | Game Room | Fire Pit |4500SF
Newry
9.8 out of 10, Exceptional, (21 reviews)
"Spacious home and perfect for a family weekend ski getaway at Sunday River"
United States
Christofer
The price is ￥82,422
￥186,620 total
includes taxes & fees
Aug 17 - Aug 18
Sleeps 20 | Hot Tub | Game Room | Fire Pit |4500SF
Outdoor dining

15. Luxe Cozy Spa Cabin w/ Hot Tub, Sauna, Fireplace, 10 mins to Sunday River

Luxe Cozy Spa Cabin w/ Hot Tub, Sauna, Fireplace, 10 mins to Sunday River
Newry
10.0 out of 10, Exceptional, (6 reviews)
"Everything was fantastic!!"
United States
Marco C.
The price is ￥54,351
￥102,470 total
includes taxes & fees
Aug 16 - Aug 17
Luxe Cozy Spa Cabin w/ Hot Tub, Sauna, Fireplace, 10 mins to Sunday River
Private kitchen

16. 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 ￥55,738
￥138,867 total
includes taxes & fees
Sep 1 - Sep 2
NEW! Modern Getaway - Hot Tub/Fire Pit/Pool table
Dining

17. 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, (11 reviews)
"Great place! Clean, pictures lived up to expectations, owner was responsive and location was great. Would definitely go back!!!"
United States
Brian D.
The price is ￥46,820
￥121,682 total
includes taxes & fees
Aug 27 - Aug 28
NEW Chalet 6 minutes from Sunday River! Hot tub, Sauna, Sleeps 12, Dog Friendly!
Smart TV, fireplace, books

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

Cozy Retreat w/ Fireplace, EV Charger, King Bed
Bethel
9.4 out of 10, Exceptional, (11 reviews)
"Place was clean, comfy, and in a great location - just as described. Host was responsive and left clear instructions for everything. "
United States
Kevin S.
The price is ￥16,554
￥36,618 total
includes taxes & fees
Aug 17 - Aug 18
Cozy Retreat w/ Fireplace, EV Charger, King Bed
1 bedroom, iron/ironing board, WiFi, bed sheets

19. 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, (35 reviews)
"Great location for my visit "
United States
Paul B.
The price is ￥17,916
￥27,340 total
includes taxes & fees
Aug 20 - Aug 21
Adult Themed get-a-way! Centrally located to ski mountains, Oxford Casino, OPS.
Exterior

20. Luxury Mountain Lodge! Views, Hot Tub, Sauna, Game Room, Fire Pit, Dogs OK

Luxury Mountain Lodge! Views, Hot Tub, Sauna, Game Room, Fire Pit, Dogs OK
Bethel
10.0 out of 10, Exceptional, (6 reviews)
"Stay was as advertised "
United States
Allyson S.
The price is ￥93,030
￥210,253 total
includes taxes & fees
Aug 20 - Aug 21
Luxury Mountain Lodge! Views, Hot Tub, Sauna, Game Room, Fire Pit, Dogs OK
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

8/10 Good
"Nice clean hotel. It is on a busy road so trucks were loud going bye. But all was good"
Melissa 1-night trip
Posted 18 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:

  • View our selection of featured holiday rentals in Greenwood
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  • Enter your travel dates to view the best deals on holiday rentals in Greenwood while they last

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?

Lake Cabin | Fire Pit | Direct Lake Access | Pool | Near Ski Area: Visitors like this Greenwood vacation home rental. It is located on a lake and has a balcony, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

How many vacation rentals will I find in Greenwood?

With 21 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?

Bryant Pond and Round 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.