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

Greenwood Holiday Rentals

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Check prices for these dates

In two weeks
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

Our top choices for Greenwood holiday 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 HK$2,346
HK$5,629 total
includes taxes & fees
7 Sept - 8 Sept
Sunday River|Mt Views| Dog Friendly|20% Off 3+
Smart TV, fireplace, video games, table football

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

Nature Retreat, Sauna, Hot Tub, Gameroom, Fire Pit
Woodstock
The price is HK$1,320
HK$5,065 total
includes taxes & fees
7 Sept - 8 Sept
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 HK$4,736
HK$6,950 total
includes taxes & fees
27 Aug - 28 Aug
Treehouse With Hot Tub Close to Sunday River!
1 bedroom, desk, free WiFi, 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 HK$3,922
HK$6,353 total
includes taxes & fees
24 Aug - 25 Aug
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 HK$1,392
HK$1,731 total
includes taxes & fees
12 Aug - 13 Aug
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.
The price is HK$1,765
HK$6,097 total
includes taxes & fees
10 Aug - 11 Aug
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 HK$1,392
HK$1,740 total
includes taxes & fees
10 Aug - 11 Aug
The Swift at Chandler Brook Village
3 bedrooms, desk, iron/ironing board, free WiFi

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 HK$974
HK$1,609 total
includes taxes & fees
13 Aug - 14 Aug
An Authentic Clean & Cozy Maine Homestay
Smart TV

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

Sunday River Getaway | Sleeps 6 | Pet-Friendly
Bethel
The price is HK$1,326
HK$3,609 total
includes taxes & fees
3 Sept - 4 Sept
Sunday River Getaway | Sleeps 6 | Pet-Friendly
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 HK$738
HK$1,061 total
includes taxes & fees
10 Aug - 11 Aug
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.
Cedar🏡 Waterfront💦 Hot tub🔥 Pool🎱 Privacy 🕵️
Dining tables

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 HK$2,550
HK$4,370 total
includes taxes & fees
11 Aug - 12 Aug
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 HK$1,334
HK$1,667 total
includes taxes & fees
6 Sept - 7 Sept
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, (20 reviews)
"Spacious home and perfect for a family weekend ski getaway at Sunday River"
United States
Christofer
The price is HK$4,060
HK$9,226 total
includes taxes & fees
10 Aug - 11 Aug
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 HK$2,677
HK$5,047 total
includes taxes & fees
16 Aug - 17 Aug
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 HK$2,746
HK$6,841 total
includes taxes & fees
1 Sept - 2 Sept
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.
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 HK$1,030
HK$2,054 total
includes taxes & fees
12 Aug - 13 Aug
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 HK$883
HK$1,347 total
includes taxes & fees
11 Aug - 12 Aug
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.
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

Highland Lake Resort

Highland Lake Resort

10/10 Excellent
"The resort has a calm and relaxing feel. The sunset and sunrise on the lake are beautiful. The room was comfortable"
STEPHEN 1-night trip
Posted 4 hours ago
Highland Lake Resort

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
  • Use the map to find apartments and other holiday homes in the Greenwood neighbourhood you prefer
  • 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 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?

Lake Cabin | Fire Pit | Direct Lake Access | Pool | Near Ski Area: This holiday home rental outside of Greenwood is located on a lake, and has a balcony, a garden and a BBQ 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 that you can cook with friends or family.

How many holiday rentals will I find in Greenwood?

With 21 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?

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 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.