Book Holiday Homes in Greenwood

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Featured Holiday Homes in Greenwood

The Mansion- Exclusive Private Estate on 5 Pristine Acres

The Mansion- Exclusive Private Estate on 5 Pristine Acres

Newry
Book a stay at this family-friendly vacation home in Newry. Enjoy free WiFi, patios, and cable/satellite TV service. Popular attractions Sunday River and Sunday ...
The Mansion- Exclusive Private Estate on 5 Pristine Acres
Dog-friendly Woodland home near ski resort with firepit

Dog-friendly Woodland home near ski resort with firepit

Greenwood
Stay at this vacation home in Greenwood. Enjoy a garden, a pool table, and patios. Popular attractions Mt. Abram and Zephyr's Glades are located nearby.
Dog-friendly Woodland home near ski resort with firepit
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
Stay at this vacation home in Newry. Enjoy a garden, patios, and cable/satellite TV service. Our guests praise the helpful staff in our reviews. Popular attractions ...
The Artist's Cabin at Powder Ridge Overlooking Sunday River SKI PARKING PASS
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Sunday River Retreat | 3 Bed, 3 Bath

Sunday River Retreat | 3 Bed, 3 Bath

Newry
Stay at this vacation home in Newry. Enjoy patios, an in-room coffeemaker, and air conditioning. Popular attractions Sunday River and Sunday River are located ...
Sunday River Retreat | 3 Bed, 3 Bath
Fully renovated home with lake view, dock & mooring access, kayaks, & deck

Fully renovated home with lake view, dock & mooring access, kayaks, & deck

Harrison
Stay at this vacation home in Harrison. Enjoy a garden, patios, and cable/satellite TV service. Popular attractions Deertrees Theatre and Cultural Center and ...
Fully renovated home with lake view, dock & mooring access, kayaks, & deck
An Authentic Clean & Cozy Maine Homestay

An Authentic Clean & Cozy Maine Homestay

Buckfield
The price is NZ$361 per night from 26 Dec to 27 Dec
NZ$361
includes taxes & fees
26 Dec - 27 Dec
Stay at this vacation home in Buckfield. Enjoy free WiFi, a garden, and patios.
An Authentic Clean & Cozy Maine Homestay
JORDAN RUN -Minutes To Mountain. Hot Tub, Fireplace, Fire Pit,  Pet Friendly.

JORDAN RUN -Minutes To Mountain. Hot Tub, Fireplace, Fire Pit, Pet Friendly.

Newry
Stay at this vacation home in Newry. Enjoy free WiFi, a garden, and patios. Popular attractions Sunday River and Sunday River are located nearby.
JORDAN RUN -Minutes To Mountain. Hot Tub, Fireplace, Fire Pit, Pet Friendly.
Dog-Friendly Slopeside Condo - Walk to Slopes - Fireplace, Firepit & WiFi

Dog-Friendly Slopeside Condo - Walk to Slopes - Fireplace, Firepit & WiFi

Newry
Book a stay at this ski vacation home in Newry. Enjoy ski-in/ski-out access, balconies, and cable/satellite TV service. Popular attractions Sunday River and ...
Dog-Friendly Slopeside Condo - Walk to Slopes - Fireplace, Firepit & WiFi
Getaway Lakefront Home for Skiing or Summer Enjoyment

Getaway Lakefront Home for Skiing or Summer Enjoyment

Bryant Pond
Book a stay at this family-friendly vacation home in Bryant Pond. Enjoy a garden, a pool table, and patios. Popular attractions Mineral Collector and Tucker's ...
Getaway Lakefront Home for Skiing or Summer Enjoyment
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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
422 Holiday Homes
Lowest Price
NZ$205
Highest Price
NZ$438
Popular accommodation
The Mansion- Exclusive Private Estate on 5 Pristine Acres, Dog-friendly Woodland home near ski resort with firepit, The Artist's Cabin at Powder Ridge Overlooking Sunday River SKI PARKING PASS, Sunday River Retreat | 3 Bed, 3 Bath, Fully renovated home with lake view, dock & mooring access, kayaks, & deck, An Authentic Clean & Cozy Maine Homestay, JORDAN RUN -Minutes To Mountain. Hot Tub, Fireplace, Fire Pit, Pet Friendly., Dog-Friendly Slopeside Condo - Walk to Slopes - Fireplace, Firepit & WiFi, Getaway Lakefront Home for Skiing or Summer Enjoyment

Top trending hotels in Greenwood

Jordan Hotel

Jordan Hotel

3 out of 5
27 Grand Circle, Newry, ME
The price is NZ$438 per night from 5 Jan to 6 Jan
NZ$438
includes taxes & fees
5 Jan - 6 Jan 2025
Stay at this 3-star spa hotel in Newry. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions ...
Jordan Hotel
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$205 per night from 1 Jan to 2 Jan
NZ$205
includes taxes & fees
1 Jan - 2 Jan 2025
Stay at this 3-star hotel in Oxford. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Oxford 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$211 per night from 29 Dec to 30 Dec
NZ$211
includes taxes & fees
29 Dec - 30 Dec
Book a stay at this business-friendly hotel in Oxford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Hampton Inn Oxford
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Snow Cap Inn

Snow Cap Inn

2.5 out of 5
9 Snow Cap Rd, Sunday River Ski Resort, Newry, ME
The price is NZ$255 per night from 5 Jan to 6 Jan
NZ$255
includes taxes & fees
5 Jan - 6 Jan 2025
Book a stay at this ski hotel in Newry. Enjoy free WiFi, free parking, and a free ski shuttle. Our guests praise the helpful staff in our reviews. Popular attractions ...
Snow Cap Inn
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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.