Book Holiday Homes in Greenwood

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Featured Holiday Homes in Greenwood

INDOOR POOL, HOT TUB, PRIVATE 86 acre Retreat and Event Space

INDOOR POOL, HOT TUB, PRIVATE 86 acre Retreat and Event Space

Hanover ME
Stay at this family-friendly holiday home in Hanover. Enjoy private pools, a sauna and a garden. Popular attractions Androscoggin Brunswick-Topsham Riverwalk ...
Opens in a new windowINDOOR POOL, HOT TUB, PRIVATE 86 acre Retreat and Event Space
The Artist's Cabin at Powder Ridge Overlooking Sunday River
SKI PARKING PASS

The Artist's Cabin at Powder Ridge Overlooking Sunday River SKI PARKING PASS

Newry ME
Stay at this holiday home in Newry. Enjoy a garden, laundry facilities and patios. Our guests praise the helpful staff in their reviews. Popular attractions ...
Opens in a new windowThe Artist's Cabin at Powder Ridge Overlooking Sunday River SKI PARKING PASS
Luxury Lakefront Estate on 155 Acres -  Pickleball, Reunions & Weddings

Luxury Lakefront Estate on 155 Acres - Pickleball, Reunions & Weddings

Otisfield ME
Stay at this family-friendly holiday home in Oxford. Enjoy free Wi-Fi, a fitness centre and laundry facilities. Popular attractions Saturday Pond and Porcupine ...
Opens in a new windowLuxury Lakefront Estate on 155 Acres - Pickleball, Reunions & Weddings
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Cozy Retreat w/ Fireplace, EV Charger, King Bed

Cozy Retreat w/ Fireplace, EV Charger, King Bed

Bethel ME
The price is NZ$351 per night from 26 May to 27 May
NZ$351
26 May - 27 May
includes taxes & fees
Stay at this holiday home in Bethel. Enjoy free Wi-Fi, a fitness centre and a garden. Popular attractions Sunday River and Bethel Pathway are located ...
Opens in a new windowCozy Retreat w/ Fireplace, EV Charger, King Bed
Secluded 3BR Bethel Escape • Private Land • Large Deck & Fire Pit

Secluded 3BR Bethel Escape • Private Land • Large Deck & Fire Pit

Bethel ME
Stay at this holiday home in Bethel. Enjoy a fitness centre, a garden and laundry facilities. Popular attractions Bethel Historical Society and Dr. Moses Mason ...
Opens in a new windowSecluded 3BR Bethel Escape • Private Land • Large Deck & Fire Pit
Private location with spectacular river and mountain views!

Private location with spectacular river and mountain views!

Bethel ME
Stay at this holiday home in Bethel. Enjoy free Wi-Fi, laundry facilities and patios. Popular attractions Sunday River and Angevine Park are located nearby.
Opens in a new windowPrivate location with spectacular river and mountain views!
True North at Sunday River-Powder Ridge-4miles to Mtn. New Air Conditioning !!

True North at Sunday River-Powder Ridge-4miles to Mtn. New Air Conditioning !!

Newry ME
Stay at this family-friendly holiday home in Newry. Enjoy laundry facilities, a pool table and patios. Our guests praise the property condition in their reviews. ...
Opens in a new windowTrue North at Sunday River-Powder Ridge-4miles to Mtn. New Air Conditioning !!
Lake View House with Hot Tub, Sauna and Game Loft

Lake View House with Hot Tub, Sauna and Game Loft

Woodstock ME
Stay at this family-friendly holiday home in Bryant Pond. Enjoy a sauna, a garden and balconies. Popular attractions Mineral Collector and Mt. Abram are located ...
Opens in a new windowLake View House with Hot Tub, Sauna and Game Loft
Welcome to The Bear's Den! Dog friendly and 5 minutes to Pleasant Mountain!

Welcome to The Bear's Den! Dog friendly and 5 minutes to Pleasant Mountain!

Bridgton ME
Stay at this family-friendly holiday home in Bridgton. Enjoy free Wi-Fi, laundry facilities and tennis courts. Popular attractions Shawnee Peak and Moose Pond ...
Opens in a new windowWelcome to The Bear's Den! Dog friendly and 5 minutes to Pleasant Mountain!
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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 Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Greenwood vacation homes are the perfect way for you to wing it.

Holiday houses in Greenwood let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Greenwood in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Greenwood adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Greenwood with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Greenwood vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Greenwood Holiday Homes essential information

Accommodation
532 Holiday Homes
Lowest Price
NZ$199
Highest Price
NZ$351
Popular accommodation
INDOOR POOL, HOT TUB, PRIVATE 86 acre Retreat and Event Space, The Artist's Cabin at Powder Ridge Overlooking Sunday River SKI PARKING PASS, Luxury Lakefront Estate on 155 Acres - Pickleball, Reunions & Weddings, Cozy Retreat w/ Fireplace, EV Charger, King Bed, Secluded 3BR Bethel Escape • Private Land • Large Deck & Fire Pit, Private location with spectacular river and mountain views!, True North at Sunday River-Powder Ridge-4miles to Mtn. New Air Conditioning !!, Lake View House with Hot Tub, Sauna and Game Loft, Welcome to The Bear's Den! Dog friendly and 5 minutes to Pleasant Mountain!

Top trending hotels in Greenwood

Abundant Light with Hot Tub, King Bed, and Wood stove-18 Minutes to Sunday River

Abundant Light with Hot Tub, King Bed, and Wood stove-18 Minutes to Sunday River

Greenwood ME
Stay at this family-friendly chalet in Greenwood. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Mt. Abram and Tucker's Tumble Glades ...
Opens in a new windowAbundant Light with Hot Tub, King Bed, and Wood stove-18 Minutes to Sunday River
Oxford Casino Hotel

Oxford Casino Hotel

3 out of 5
777 Casino Way Oxford ME
Fully refundableReserve now, pay when you stay
The price is NZ$217 per night from 18 May to 19 May
NZ$217
18 May - 19 May
includes taxes & fees
Stay at this hotel in Oxford. Enjoy free Wi-Fi, free parking and 2 restaurants. Our guests praise the helpful staff and the clean rooms in their reviews. Popular ...
Opens in a new windowOxford Casino Hotel
Hampton Inn Oxford

Hampton Inn Oxford

2.5 out of 5
151 Main St Oxford ME
Fully refundableReserve now, pay when you stay
The price is NZ$199 per night from 27 May to 28 May
NZ$199
27 May - 28 May
includes taxes & fees
Stay at this business-friendly hotel in Oxford. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff in their ...
Opens in a new windowHampton Inn Oxford
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Lakefront Cottage: Boat Dock, Patio & Kayaks!

Lakefront Cottage: Boat Dock, Patio & Kayaks!

3 out of 5
Oxford ME
Stay at this cottage in Oxford. Enjoy free parking, a garden and patios. Popular attractions Oxford Plains Speedway and Oxford Casino are located nearby.
Opens in a new windowLakefront Cottage: Boat Dock, Patio & Kayaks!
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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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^Subject to availability and chosen travel dates.