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Greenwood Vacation Rentals

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Check prices for these dates

In two weeks
Dec 5 - Dec 7
In two months
Jan 16 - Jan 18
In three months
Feb 13 - Feb 15
In four months
Mar 13 - Mar 15

Vacation Rentals in Greenwood

Smart TV, fireplace, DVD player, foosball
Charming Home Near Sunday River & Other Ski Areas

Charming Home Near Sunday River & Other Ski Areas

Rumford
9.8 out of 10, Exceptional, (79)
"Great place to stay."
United States
Sara K.
The price is ￥16,553
￥34,051 total
includes taxes & fees
Nov 23 - Nov 24
Charming Home Near Sunday River & Other Ski Areas
Property grounds
Manor Suite,cozy newly renovated,downtown & beach

Manor Suite,cozy newly renovated,downtown & beach

Bridgton
10.0 out of 10, Exceptional, (1)
"Property was very clean! it had everything you needed right there! "
United States
Lisa
The price is ￥11,346
￥23,520 total
includes taxes & fees
Nov 24 - Nov 25
Manor Suite,cozy newly renovated,downtown & beach
3 bedrooms, desk, iron/ironing board, free WiFi
An Authentic Clean & Cozy Maine Homestay

An Authentic Clean & Cozy Maine Homestay

Buckfield
10.0 out of 10, Exceptional, (63)
"The host provided excellent information and was very easy to communicate with. The property was very comfortable and clean. "
United States
Meg
The price is ￥19,504
￥32,215 total
includes taxes & fees
Nov 25 - Nov 26
An Authentic Clean & Cozy Maine Homestay
Exterior
Nature Retreat, Sauna, Hot Tub, Gameroom, Fire Pit

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

2.0 star property
Woodstock
The price is ￥36,622
￥114,036 total
includes taxes & fees
Dec 16 - Dec 17
Nature Retreat, Sauna, Hot Tub, Gameroom, Fire Pit
Fridge, microwave, oven, stovetop
Sunday River Condo - Cherry Lane

Sunday River Condo - Cherry Lane

Bethel
10.0 out of 10, Exceptional, (6)
"Loved the condo, easy access, no issues, bed was comfy, couch was comfy to sit on. Just loves our over all stay"
United States
Debra H.
The price is ￥13,380
￥37,624 total
includes taxes & fees
Nov 23 - Nov 24
Sunday River Condo - Cherry Lane
Bar (on property)
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
8.4 out of 10, Very Good, (22)
"Be sure to lock all your door"
United States
Tracy
The price is ￥17,667
￥26,961 total
includes taxes & fees
Dec 3 - Dec 4
Adult Themed get-a-way! Centrally located to ski mountains, Oxford Casino, OPS.
Exterior
Fall fun in Oxford Hills

Fall fun in Oxford Hills

Sumner
10.0 out of 10, Exceptional, (27)
"Very nice. Plenty of room for family. "
United States
Sylvia Y.
The price is ￥23,242
￥48,271 total
includes taxes & fees
Nov 24 - Nov 25
Fall fun in Oxford Hills
Exterior
Sunday River 5 Min! Family / Group / Couples Retreat!

Sunday River 5 Min! Family / Group / Couples Retreat!

Newry
10.0 out of 10, Exceptional, (2)
"I would suggest specifying that the coffee maker is a Keurig"
United States
Maggie C.
The price is ￥13,852
￥85,960 total
includes taxes & fees
Nov 30 - Dec 1
Sunday River 5 Min! Family / Group / Couples Retreat!
Terrace/patio
The Pleasant at Chandler Brook Village

The Pleasant at Chandler Brook Village

Bethel
9.8 out of 10, Exceptional, (7)
"This was a fun place to stay. Facilities and Yurt were well kept and accomodating."
United States
Erin G.
The price is ￥27,867
￥34,825 total
includes taxes & fees
Dec 2 - Dec 3
The Pleasant at Chandler Brook Village
Private kitchen
Pet friendly 2-bedroom house near downtown Bethel

Pet friendly 2-bedroom house near downtown Bethel

Bethel
8.0 out of 10, Very Good, (1)
The price is ￥23,399
￥53,577 total
includes taxes & fees
Dec 2 - Dec 3
Pet friendly 2-bedroom house near downtown Bethel
Smart TV, fireplace, books
Unwind at this Modern Bethel Village Escape

Unwind at this Modern Bethel Village Escape

Bethel
9.2 out of 10, Wonderful, (7)
"We booked this property twice this winter and it was a perfect spot for us. It is on a busy road, but convenient to downtown and the mountain. It was clean and cozy and had everything we needed."
United States
Jaimie K.
The price is ￥13,222
￥32,256 total
includes taxes & fees
Nov 23 - Nov 24
Unwind at this Modern Bethel Village Escape
Fridge, microwave, oven, stovetop
12min Sunday River! Hot Tub, Pet Friendly, Firepit

12min Sunday River! Hot Tub, Pet Friendly, Firepit

Bethel
8.8 out of 10, Excellent, (3)
"Great house and location in the woods on a private dirt road. House is very comfortable and the dogs enjoyed the walks on the dirt road too. We would stay here again. "
United States
Silvia D.
The price is ￥23,612
￥77,896 total
includes taxes & fees
Nov 23 - Nov 24
12min Sunday River! Hot Tub, Pet Friendly, Firepit
Exterior
Dog Friendly/Mt. Home/Beau Views/ 3 or more nights 20% DISC!

Dog Friendly/Mt. Home/Beau Views/ 3 or more nights 20% DISC!

Bryant Pond
10.0 out of 10, Exceptional, (51)
"We had a great stay in Bryant Pond. Lots of outdoor activities in the area. "
United States
Nicholas W.
The price is ￥35,962
￥98,992 total
includes taxes & fees
Dec 2 - Dec 3
Dog Friendly/Mt. Home/Beau Views/ 3 or more nights 20% DISC!
Dining
The Wild at Chandler Brook Village

The Wild at Chandler Brook Village

Bethel
10.0 out of 10, Exceptional, (8)
"This was by far my favorite place to stay! It was quiet and beautiful inside and out. We enjoyed being away from the other rentals and it really felt like a true getaway!"
United States
Allyson P.
The price is ￥27,867
￥34,825 total
includes taxes & fees
Dec 3 - Dec 4
The Wild at Chandler Brook Village
Fridge, microwave, oven, stovetop
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, (9)
"Great location, great amenities "
United States
Cory S.
The price is ￥40,758
￥114,429 total
includes taxes & fees
Nov 23 - Nov 24
NEW Chalet 6 minutes from Sunday River! Hot tub, Sauna, Sleeps 12, Dog Friendly!
Property grounds
Barn on Pleasant-<br>walk to town <br>NO EXTRA FEES

Barn on Pleasant-<br>walk to town <br>NO EXTRA FEES

Bridgton
10.0 out of 10, Exceptional, (16)
"Stay was great, as advertised."
United States
Mary Campbell K.
The price is ￥21,436
￥26,789 total
includes taxes & fees
Dec 4 - Dec 5
Barn on Pleasant-<br>walk to town <br>NO EXTRA FEES
Smart TV, fireplace
Newly Renovated/Furnished Condo, just 3 min to Sunday River!

Newly Renovated/Furnished Condo, just 3 min to Sunday River!

Bethel
10.0 out of 10, Exceptional, (10)
"Perfect place great host right price "
United States
Darrin S.
The price is ￥22,352
￥45,139 total
includes taxes & fees
Nov 26 - Nov 27
Newly Renovated/Furnished Condo, just 3 min to Sunday River!
Fridge, microwave, oven, stovetop
Hot Tub, Epic Game Room, Killer Views, Fire pit, Sunday River, Dog Friendly

Hot Tub, Epic Game Room, Killer Views, Fire pit, Sunday River, Dog Friendly

Newry
10.0 out of 10, Exceptional, (12)
"We had a great stay! Could not recommend enough, and would love to stay again! "
United States
Brittney C.
The price is ￥21,392
￥94,693 total
includes taxes & fees
Nov 24 - Nov 25
Hot Tub, Epic Game Room, Killer Views, Fire pit, Sunday River, Dog Friendly
Smart TV
Cedar&Stone: Cozy cabin in the Western Maine Mountains. Skiing, hiking, biking

Cedar&Stone: Cozy cabin in the Western Maine Mountains. Skiing, hiking, biking

Bethel
8.8 out of 10, Excellent, (3)
"Everything was very clean and we felt immediately welcomed by an adorable letter board beside a bowl of snacks in the kitchen. The beds were comfortable and, despite the lack of air conditioning, the temperature felt perfect inside and if we had wanted to cool off there was an openable window in the master bedroom. The board games (we had a blast with the spider-man monopoly) and coffee bar were a welcomed addition as well that we were thankful for! The area around the property is exceptionally...
United States
Olivia R.
The price is ￥24,027
￥39,712 total
includes taxes & fees
Nov 25 - Nov 26
Cedar&Stone: Cozy cabin in the Western Maine Mountains. Skiing, hiking, biking
Beach nearby
Sunnyside home near Sunday River, Black Mountain, Lakes, Rivers and Hikes

Sunnyside home near Sunday River, Black Mountain, Lakes, Rivers and Hikes

Rumford
9.4 out of 10, Exceptional, (20)
"We were in town to visit family and ski @ Black Mountain (which is well worth the price of lift ticket). The house was comfortable and clean and the host was very responsive. The location was great for us - close to family and the mountain."
United States
Gwen F.
The price is ￥39,103
￥78,055 total
includes taxes & fees
Nov 22 - Nov 23
Sunnyside home near Sunday River, Black Mountain, Lakes, Rivers and Hikes
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

The Inn at the Rostay

The Inn at the Rostay

10/10 Excellent
"clean, easy check in "
Emily 1-night trip
Posted 5 days ago
The Inn at the Rostay

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?

Secluded dog-friendly getaway with hot tub, game room, firepit, mountain views: Visitors like this Greenwood vacation home rental. It is located in the mountains and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 5 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 selection of games and a hot tub.

How many vacation rentals will I find in Greenwood?

With 22 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?

While exploring the area, visit family-friendly sights like Mineral Collector, or get outside and enjoy nature at Snow Falls. 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.