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
With a stay at this vacation home, you'll be centrally located in Hanover, within a 15-minute drive of Sunday River and Androscoggin River.
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
Located in Newry, this vacation home is in a rural location, a 1-minute drive from Sunday River and 7 minutes from White Cap Ski Lift.
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
When you stay at this vacation home in Oxford, you'll be on the waterfront and 7 minutes by car from Saturday Pond.
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 AU$290 per night from 26 May to 27 May
AU$290
26 May - 27 May
includes taxes & fees
With a stay at this vacation home, you'll be centrally located in Bethel, within a 15-minute drive of White Mountain National Forest and Sunday River.
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
When you stay at this vacation home in Bethel, you'll be within a 10-minute drive of Bethel Historical Society and Bethel Hill Common.
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
With a stay at this vacation home in Bethel, you'll be on the waterfront, within a 15-minute drive of White Mountain National Forest and Androscoggin River.
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
With a stay at this vacation home in Newry, you'll be within a 15-minute drive of Sunday River and Sunday River.
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
Located in Bryant Pond, this vacation home is on a lake, a 3-minute drive from Mineral Collector and 10 minutes from Mt. Abram.
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
With a stay at this vacation home in Bridgton (West Bridgton), you'll be a short 4-minute walk from Moose Pond and within 5 minutes by car from Shawnee ...
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
AU$163
Highest Price
AU$290
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
Located in Greenwood, this chalet is on a lake, within a 10-minute drive of Mineral Collector and Mt. Abram.
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 AU$177 per night from 18 May to 19 May
AU$177
18 May - 19 May
includes taxes & fees
Located in Oxford, Oxford Casino Hotel is a 1-minute drive from Oxford Casino and 7 minutes from Oxford Plains Speedway.
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 AU$163 per night from 27 May to 28 May
AU$163
27 May - 28 May
includes taxes & fees
Located in Oxford, Hampton Inn Oxford is in a rural location, a 1-minute drive from Oxford Casino and 6 minutes from Oxford Plains Speedway.
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
Located in Oxford, this cottage is within a 10-minute drive of Oxford Plains Speedway and Oxford Casino.
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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.