Greenwood lake upper area

Greenwood Vacation Rentals

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Check prices for these dates

In two weeks
Jul 10 - Jul 12
In two months
Aug 21 - Aug 23
In three months
Sep 18 - Sep 20
In four months
Oct 16 - Oct 18

Our top choices for Greenwood vacation rentals

3 bedrooms, desk, iron/ironing board, free WiFi

An Authentic Clean & Cozy Maine Homestay

An Authentic Clean & Cozy Maine Homestay
Buckfield
9.8 out of 10, Exceptional, (67 reviews)
"My tenants said the accommodations were lovely "
United States
Nathan
The price is ￥20,065
￥33,141 total
includes taxes & fees
Jul 3 - Jul 4
An Authentic Clean & Cozy Maine Homestay
Terrace/patio

Cabin in Maine Woods-The Bogey

Cabin in Maine Woods-The Bogey
Stoneham
10.0 out of 10, Exceptional, (2 reviews)
"Beautiful property, beautiful cabin, just a perfect couple days of quiet, will definitely be back "
United States
Scott C.
The price is ￥12,116
￥22,383 total
includes taxes & fees
Jun 29 - Jun 30
Cabin in Maine Woods-The Bogey
Interior

Unique lodging in the wilderness. Off the grid location great place to disconnect and enjoy nature

Unique lodging in the wilderness. Off the grid location great place to disconnect and enjoy nature
Chatham
9.4 out of 10, Exceptional, (28 reviews)
"This is a very remote location and finding it could have been difficult, but the host gave excellent direction"
United States
Jennifer C.
The price is ￥14,540
￥21,912 total
includes taxes & fees
Jun 28 - Jun 29
Unique lodging in the wilderness. Off the grid location great place to disconnect and enjoy nature
Exterior detail

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 ￥14,394
￥21,853 total
includes taxes & fees
Jun 26 - Jun 27
This woods cabin is a true wilderness getaway. Get ready to commune with nature.
Terrace/patio

Secluded A-Frame Cabin Retreat in Oxford

Secluded A-Frame Cabin Retreat in Oxford
Oxford
10.0 out of 10, Exceptional, (2 reviews)
"Peaceful, beautiful, and everything we wanted ( exception of rain)! Would highly recommend and ca not wait to go back!"
United States
Kelly S.
The price is ￥36,187
￥64,977 total
includes taxes & fees
Jul 12 - Jul 13
Secluded A-Frame Cabin Retreat in Oxford
Property grounds

Manor Suite,cozy newly renovated,downtown & beach

Manor Suite,cozy newly renovated,downtown & beach
Bridgton
10.0 out of 10, Exceptional, (1 review)
"Property was very clean! it had everything you needed right there! "
United States
Lisa
The price is ￥16,268
￥29,177 total
includes taxes & fees
Jun 29 - Jun 30
Manor Suite,cozy newly renovated,downtown & beach
Property grounds

Cabin in Maine Woods-The Beech

Cabin in Maine Woods-The Beech
Stoneham
10.0 out of 10, Exceptional, (2 reviews)
"I planned this trip for my birthday, and it was absolutely what I was hoping for. The people running the place were beyond kind and helpful, and went out of their way to make sure we were comfortable/happy. The cabin was exactly as portrayed, if not better. "
United States
joss r.
The price is ￥12,116
￥22,383 total
includes taxes & fees
Jul 2 - Jul 3
Cabin in Maine Woods-The Beech
Property grounds

Maine Woods Treehouse-The Birdie

Maine Woods Treehouse-The Birdie
Stoneham
9.4 out of 10, Exceptional, (6 reviews)
"Great little (big) tree house in the woods. Great spot to wake up"
United States
James D.
The price is ￥15,993
￥29,384 total
includes taxes & fees
Jun 29 - Jun 30
Maine Woods Treehouse-The Birdie
1 bedroom, iron/ironing board, WiFi, bed sheets

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
8.6 out of 10, Excellent, (28 reviews)
"Dunkin near by peaceful and nice good value"
United States
Brian G.
The price is ￥18,174
￥27,735 total
includes taxes & fees
Jul 2 - Jul 3
Adult Themed get-a-way! Centrally located to ski mountains, Oxford Casino, OPS.
Property grounds

Secluded A-Frame Cabin Near Ponds Oxford

Secluded A-Frame Cabin Near Ponds Oxford
Oxford
The price is ￥40,226
￥70,084 total
includes taxes & fees
Jul 2 - Jul 3
Secluded A-Frame Cabin Near Ponds Oxford
Property grounds

Modern Glamping Cabin with Hot tub

Modern Glamping Cabin with Hot tub
Oxford
The price is ￥39,418
￥69,027 total
includes taxes & fees
Jul 7 - Jul 8
Modern Glamping Cabin with Hot tub
Exterior

1 bedroom cottage with queen bed and whirlpool tub and large raised deck.

1 bedroom cottage with queen bed and whirlpool tub and large raised deck.
Norway
The price is ￥30,695
￥38,212 total
includes taxes & fees
Jun 29 - Jun 30
1 bedroom cottage with queen bed and whirlpool tub and large raised deck.
Outdoor dining

Peaceful 2-bedroom apartment In updated farmhouse!

Peaceful 2-bedroom apartment In updated farmhouse!
Lovell
10.0 out of 10, Exceptional, (1 review)
"Great spot for a short stay right down the road from Kezar Lake. If you’re taller than 6’4”, just watch your head"
United States
Seth
The price is ￥26,607
￥37,982 total
includes taxes & fees
Jun 30 - Jul 1
Peaceful 2-bedroom apartment In updated farmhouse!
Smart TV

Sunday River Getaway | Sleeps 6 | Pet-Friendly

Sunday River Getaway | Sleeps 6 | Pet-Friendly
Bethel
The price is ￥21,518
￥47,051 total
includes taxes & fees
Jul 15 - Jul 16
Sunday River Getaway | Sleeps 6 | Pet-Friendly
Terrace/patio

12 min Sunday River! HotTub, Pet Friendly, Firepit

12 min Sunday River! HotTub, Pet Friendly, Firepit
Bethel
12 min Sunday River! HotTub, Pet Friendly, Firepit
Fridge, microwave, oven, stovetop

Fall fun in Oxford Hills

Fall fun in Oxford Hills
Sumner
10.0 out of 10, Exceptional, (29 reviews)
"We enjoyed the location and cabin very much!"
United States
Stephanie M.
The price is ￥24,394
￥50,538 total
includes taxes & fees
Jun 29 - Jun 30
Fall fun in Oxford Hills
Interior

Ski-In/Out Condo with HotTub Sauna & Pool Sleeps 6

Ski-In/Out Condo with HotTub Sauna & Pool Sleeps 6
Newry
9.2 out of 10, Wonderful, (7 reviews)
"Our stay was wonderful. The home was very comfortable and clean. The extra touches were greatly appreciated! So convenient to the slopes as well. Would definitely stay again!"
United States
Hillary K.
Ski-In/Out Condo with HotTub Sauna & Pool Sleeps 6
Terrace/patio

Charming Home Near Sunday River & Other Ski Areas

Charming Home Near Sunday River & Other Ski Areas
Rumford
9.8 out of 10, Exceptional, (93 reviews)
"Very accommodating stay."
United States
Alicia H.
The price is ￥20,868
￥40,080 total
includes taxes & fees
Jul 13 - Jul 14
Charming Home Near Sunday River & Other Ski Areas
TV, fireplace

Little Acorn Landing

Little Acorn Landing
Norway
The price is ￥30,210
￥37,683 total
includes taxes & fees
Jun 28 - Jun 29
Little Acorn Landing
Outdoor spa tub

Mountain View Chalet with Hot Tub and Game Room

Mountain View Chalet with Hot Tub and Game Room
Newry
10.0 out of 10, Exceptional, (17 reviews)
"Great place to stay ! "
United States
Lincoln T.
The price is ￥21,839
￥117,964 total
includes taxes & fees
Jun 29 - Jun 30
Mountain View Chalet with Hot Tub and Game Room
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

Best Western Plus Rumford Falls

Best Western Plus Rumford Falls

10/10 Excellent
"Clean updated room, decent breakfast. Nice for family overnight stay"
Jason 1-night trip
Posted 6 hours ago
Best Western Plus Rumford Falls

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?

Waterfront Escape w/ Beach Access in Bridgton: Visitors like this Greenwood vacation home rental. It is located on a lake and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. Make the most of the books in this rental home to help you unwind.

How many vacation rentals will I find in Greenwood?

With 18 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 Pennesseewassee lake. 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.