Photo by Robbie Martin

Greenwood Vacation Rentals

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Vacation Rentals in Greenwood

Property grounds
Stunning view of Sunday River, Luxurious Home, Hot Tub, Games, Ski
10.0 out of 10, Exceptional, (64)
"We loved our stay! This house is beautiful and has everything needed for a wonderful ski vacation. So close to skiing. Views are incredible. Very clear instructions. Kitchen well equipped so that you can cook in the home. Kids had so much fun in the game room. We would love to stay again! Thank you for your hospitality!"
Stunning view of Sunday River, Luxurious Home, Hot Tub, Games, Ski
Aerial view
Pet Friendly/Mt. Home/Beau Views/ 3 or more nights 20% DISC!
10.0 out of 10, Exceptional, (26)
"We only had a very brief stay, alas, but made the most of the opportunity as best we could. A few updates are needed with the introductory welcome materials and equipment information that will be easy but useful to correct. Glad we had a chance to pause in western Maine, with a view of close mountains and the distant Presidential Range in NH. A couple of kitchen tweaks will be helpful for our cooking happy selves, though we enjoyed the spacious kitchen with adequate equipment, beautiful place...
The price is CA $290
CA $774 total
includes taxes & fees
Jun 4 - Jun 5
Pet Friendly/Mt. Home/Beau Views/ 3 or more nights 20% DISC!
Living area
Lovely home on Crystal Lake with private dock, lake views, deck, & grill
9.0 out of 10, Wonderful, (18)
"This is an ideal location for a fun getaway for any season. Plenty of room for a large/extended family. While there is a road between the house and lake it didn’t detract from the experience at all. Pro tip, in cooler seasons turn on the ceiling fans to push the warmer air down. Otherwise the main room will feel cold. The dock is slightly off level and a couple doors don’t latch completely but those are just signs of a well loved camp."
Lovely home on Crystal Lake with private dock, lake views, deck, & grill
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Fridge, microwave, oven, stovetop
Lakefront, dog-friendly home with dock, kayaks, SUPs, canoe, huge deck & firepit
9.4 out of 10, Exceptional, (14)
"This is the second year we have stayed at this home for our winter holiday. We have enjoyed our visits and found the home to have everything we need. We were pleased to find the fireplace in working order, even though we received a note that it was not working. That and the large kitchen are the natural gathering spots for our family. Watching the ice fishing on the lake is an added bonus. Thank you for sharing this lovely property. We'll be back!"
Lakefront, dog-friendly home with dock, kayaks, SUPs, canoe, huge deck & firepit
Exterior
WATERFRONT ON LONG LAKE
10.0 out of 10, Exceptional, (6)
"We enjoyed our Thanksgiving stay at this nice house. The location on the shore of the Long Lake is fantastic. The house is huge and was good for our large group. Being a group of French people, we appreciated the well equipped kitchen. The communication with Eric, the property manager, was excellent."
WATERFRONT ON LONG LAKE
Bar (on property)
Adult Themed get-a-way! Centrally located to ski mountains, Oxford Casino, OPS.
6.0 out of 10, (6)
"We had a great stay! I had questions about how to check in and the host was very quick with a response. Plenty of parking. Definitely will stay again! "
The price is CA $171
CA $255 total
includes taxes & fees
May 27 - May 28
Adult Themed get-a-way! Centrally located to ski mountains, Oxford Casino, OPS.
Exterior
Lakefront home with lovely lake views - one mile from the casino
9.8 out of 10, Exceptional, (31)
"Really enjoyed the location and charm of the place. It has the rustic feel of a cabin with all the modern amenities for a comfortable stay."
Lakefront home with lovely lake views - one mile from the casino
Outdoor pool, a heated pool
9 Bedroom Estate, Sleeps 24, Heated Pool, Hot Tub, Movie Theater, Game Room
10.0 out of 10, Exceptional, (21)
"What a great house for a large group. We highly recommend! Clean, fantastic set up. Well supplied. Fantastic views. Awesome place. We loved it and hope to rebook again."
The price is CA $783
CA $1,656 total
includes taxes & fees
Jun 10 - Jun 11
9 Bedroom Estate, Sleeps 24, Heated Pool, Hot Tub, Movie Theater, Game Room
Smart TV, fireplace
Lakeside house with a separate bunkhouse
9.0 out of 10, Wonderful, (6)
"We had a great stay on Tripp Lake. House was clean and well cared for and we were surprised and pleased there was AC in the main bedroom. The location was unbeatable — back door was literally steps from the lake and the lake was the star of the trip. We spent the day on the deck, on the dock, or in the water. Host was available and helpful. Would come again!"
Lakeside house with a separate bunkhouse
Aerial view
Knight's Hill Association home with screened porch, tennis & pool - dog-friendly
8.4 out of 10, Very good, (7)
"Easy five minute drive to Pleasant Mountain. Perfect location for all day skiing and relaxing in the evening."
Knight's Hill Association home with screened porch, tennis & pool - dog-friendly
Interior
2 miles within Sunday river, mountain side house
9.8 out of 10, Exceptional, (24)
"It was a perfect weekend retreat!"
2 miles within Sunday river, mountain side house
Interior
Alpine Lodge- Beautiful New Home Minutes to Swim, Hiking, Bike
10.0 out of 10, Exceptional, (4)
"We had a fantastic stay at this house with friends! The location's proximity to the mountain was a game-changer, and the host was incredibly easy to communicate with. The house met all our needs, but we suggest a few improvements. Firstly, more kitchen equipment would be great; we found a shortage of bowls compared to the number of people the house sleeps. Secondly, having a dedicated area for skis and ski boots would enhance the overall experience in the winter. Lastly, an extra couch or two...
Alpine Lodge- Beautiful New Home Minutes to Swim, Hiking, Bike
Sun loungers, beach towels
Swim, Kayak, lawn games. Walk to ice cream. Live Theatre , firepit smores!
10.0 out of 10, Exceptional, (79)
"Second time at this rental and more to come - lovely home, awesome host, and a great area!"
Swim, Kayak, lawn games. Walk to ice cream. Live Theatre , firepit smores!
Smart TV, fireplace, video games, foosball
The Mansion- Exclusive Private Estate on 5 Pristine Acres
10.0 out of 10, Exceptional, (23)
"Beautiful property, unique home. Made our stay feel like a retreat"
The Mansion- Exclusive Private Estate on 5 Pristine Acres
Fridge, microwave, oven, stovetop
Cozy Cabin in the White Mountains of Maine
10.0 out of 10, Exceptional, (4)
"Clean, peaceful just beautiful"
Cozy Cabin in the White Mountains of Maine
Terrace/patio
Chalet in Western Maine, Fireplace, Fire pit, sleeps 6
10.0 out of 10, Exceptional, (15)
"Great rental house for 6. Property was clean and well maintained, amnesties were what we needed. Self check-in/out process was too easy. Looking forward to revisiting in the future."
The price is CA $184
CA $398 total
includes taxes & fees
May 27 - May 28
Chalet in Western Maine, Fireplace, Fire pit, sleeps 6
Fridge, microwave, oven, stovetop
Winter Park Lodge- Private Chalet
10.0 out of 10, Exceptional, (16)
"I rented the house for my son and his friends for a birthday weekend. We thoroughly enjoyed the house. It was comfortable and well stocked with everything you would need. I would highly recommend this house!"
Winter Park Lodge- Private Chalet
Smart TV
ECLIPSE SPECIAL!!! INDOOR POOL, HOT TUB, PRIVATE sleeps 18
10.0 out of 10, Exceptional, (27)
"Fantastic property, as advertised and even better than pictures indicated. Would stay again and highly recommend for large group skiing or playing golf in surrounding area."
ECLIPSE SPECIAL!!! INDOOR POOL, HOT TUB, PRIVATE sleeps 18
TV, fireplace, DVD player
Cozy Thompson Lake Cabin w/ Boat Dock & Launch
10.0 out of 10, Exceptional, (1)
"We arrived when electric crews were restoring service to everyone, and when the generators stopped, the sounds of loons and ducks took over. The property is adorable, you are literally 2 steps from the water. We couldn't stop watching the ducks, different birds, a heron parade down the cove. It was also the perfect location to watch the solar eclipse, privately, quietly. The beds were so comfortable, the wood stove took the chill out of the main room, the quiet was just right. It was also just...
Cozy Thompson Lake Cabin w/ Boat Dock & Launch
Property grounds
Cedar🏡 Waterfront💦 Hot tub🔥 Pool🎱 Privacy 🕵️
10.0 out of 10, Exceptional, (8)
"Jonathan's property on Sand Pond is well equipped, clean, and comfortable. The location had a wonderful remote feel to it, although it was only a short drive to the adorable town of Norway. We highly recommend a stay at this property"
Cedar🏡 Waterfront💦 Hot tub🔥 Pool🎱 Privacy 🕵️
Don't see what you're looking for?
See all available properties in Greenwood
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.

Greenwood Vacation Rental Travel Info

Popular accommodation
Greenwood private vacation homes
Known landmarks
Mt. Abram, Snow Falls and Zephyr's Glades
International airports
Auburn, ME (LEW-Auburn - Lewiston Municipal) and Augusta, ME (AUG-Augusta State)

Other types of properties in Greenwood you may be interested in

Restaurant
Hampton Inn Oxford
2.5 star property
9.0 out of 10, Wonderful, (1002)
"Very clean great location"
The price is CA $161
CA $176 total
includes taxes & fees
Jun 4 - Jun 5
Hampton Inn Oxford
Front of property
Oxford Casino Hotel
3.0 star property
8.6 out of 10, Excellent, (760)
"Noisy room. Paint dried on the floor looked like poor maintenance was performed. Room was clean. Noise all night long.weird thing with a maintenance guy trying to get into our room shortly after we checked in. He apologizes when I opened the door and asked him if I could help him. "
The price is CA $154
CA $168 total
includes taxes & fees
May 30 - May 31
Oxford Casino Hotel
Exterior
Jordan Hotel
3.0 star property
8.4 out of 10, Very good, (214)
"Great place and the staff was the best"
The price is CA $233
CA $284 total
includes taxes & fees
May 29 - May 30
Jordan Hotel
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.

Everything you need to know about Greenwood vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Greenwood vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Greenwood vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Greenwood vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Greenwood. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Greenwood vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Greenwood vacation rentals we have selected for you start as low as per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Greenwood rentals

At Expedia, we put the best Greenwood vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Greenwood rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Greenwood vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Greenwood. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

Lovely home on Crystal Lake with private dock, lake views, deck, & grill: You might want to consider this vacation home rental near Greenwood, which is located on a lake 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. You and your friends and family can relax into your vacation with amenities like a garden.

How many vacation rentals will I find in Greenwood?

With 24 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. In the larger area, you’ll find Mt. Abram and Oxford Plains Speedway.

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.

Recent reviews of Greenwood properties
Expedia verified reviews

Hampton Inn Oxford

Hampton Inn Oxford

5/5 Excellent
"Very clean great location"
A verified traveller stayed at Hampton Inn Oxford
Posted 4 days ago
Hampton Inn Oxford