
House holiday rentals in Greenwood
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Top-rated house rentals in Greenwood
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Four Season Western Maine Adventure Base
Make some memories at this family-friendly property. Enjoy panoramic views of Maine's western foothills. Owned by an outdoor-loving family, complete with hounds and chickens, this is a perfect spot to launch your Maine adventures. On the doorstep of skiing, hiking, biking, hunting, fishing, kayaking,canoeing. Enjoy beautiful sunrises and sunsets, sightings of eagles, moose, deer, sounds of peepers, woodcock, wild turkey gobbles and whip-o-wills. Enjoy the lifestyle that makes this Vacationland.

Chic Greenwood Chalet
You'll feel right at home when you walk through the doors of this Greenwood vacation rental. The 3-bedroom, 2.5-bath chalet-style house features 2,100 square feet of sleek living space complete with tasteful decor, 2 living areas, and a spacious wraparound deck with views of Mt. Abram and Mt. Washington. Overlooking the South Pond and surrounded by trees, this home offers families and groups plenty of outdoor recreation opportunities from boating and watersports to hiking, biking, and skiing!

*1MMview*Bar,Hot Tub,3mins2Pleasant Mnt, Pool tab.
This special, completely renovated place can host your family gathering or group of friends in an inviting setting. This unique house with a private bar, spa, and a pool table will satisfy all your vacation needs! Located close to everything, but absolutely quite and private 20 acres property! It is situated on a ridge with a spectacular mountain view. Our house offers comfort & entertainment. The property will give you the full vacation in the woods experience. This is just what you need!

Maine Lakes Region house (private hot tub)
Cozy new construction, Chalet style, year-round house, on 9 wooded acres. Lots of Privacy, Short drive to Ski slopes, snowmobile trails, hiking, or beautiful lake to swim, or kayak. Gage beach a 10-minute drive. Close to great hiking, Also Shawni peak and Sunday River. Great restaurants, Mt Washington, NH shopping outlets. Full Desk / office, 200 mb of streaming. Wi-Fi, Netflix via ROKU, Canines only, NO CATS, NO EXCEPTIONS. Portable generator in the event of a power failure provided.

LUX Designer Private Waterfront Hot Tub - Secluded
Escape to a luxurious, privately designed glass-walled waterfront cabin on 3+ secluded acres along the Crooked River in Naples, Maine. The river wraps around, offering total privacy, your own sandy beach, dock with direct Sebago Lake access, and state park minutes away. Unwind in the year-round hot tub, outdoor shower, hammocks, or by the see-through fireplace. Luxe bath with heated floors, huge walk-in shower w/ scenic window. AC, pets welcome. Perfect peaceful retreat—come recharge!

Heart of Bethel w/ Firepit, King Bed, EV Charger
Welcome to your nature-forward modern retreat in the heart of Bethel, Maine. This thoughtfully designed 2-bedroom, 1-bath getaway gives you the perfect blend of comfort and style. You’ll love unwinding here after a day on the slopes, exploring mountain trails, or strolling through downtown Bethel just minutes away. With easy access to downtown Bethel, local restaurants, Sunday River and endless outdoor adventures, you have everything you need to make the most of your Maine escape.

Waterfront| Outdoor Sauna| Ski| Mountains| Firepit
Escape to Camp Sweden, an eco-friendly waterfront sanctuary in the foothills of the White Mountains. Paddle across the private pond, go for a hike in the Mountains nearby, or jump in the new outdoor panoramic barrel sauna and let your worries evaporate away. Enjoy a unique and rejuvenating experience that connects you to nature without sacrificing comfort. This retreat offers all-season enjoyment for nature lovers and outdoor enthusiasts alike. Experience Maine’s beauty today

Brand New 4BR- fire pit, hot tub, game room.
North Star Hideaway – Cozy Retreat Near Sunday River Escape to North Star Hideaway, a brand-new, 4BR/3.5BA home just 10 minutes from Sunday River! Sleeps 12 with a game room & fire pit. 🛏️ Bedrooms: (4 bedrooms) Upstairs: 2 King suites w/ Smart TVs, mini-split AC & ensuite baths. Downstairs: 1 Queen room, 1 Bunk room (2 sets), plus a bonus room w/ sleeper sofa. 🔥 Fireplace | Starlink Wi-Fi | Xbox Game Room | Ski Mudroom | S’mores Kit Book now for adventure & relaxation!

Bright, Vintage Maine Home, Awaiting Adventure!
Spring has SPRUNG in the mountains! Hike, bike, explore and take it all in before the hustle & bustle of summertime. Classic 3 bedroom, 1 bath centrally located Western Maine home, with hot tub! Much of the vintage charm remains in this early 1900's home, with modern comforts added throughout. This area offers four seasons of fun and you won't have to go far to find it! A mile to skiing & biking at Mt. Abram/15 minutes to Sunday River and five minutes to Bethel Village.

Wren Cabin + Wood fired Sauna
We built the Wren Cabin to be a serene space filled with light and art and with lots of cozy details. Lofted ceilings, a spiral staircase and large open concept with lofted bedroom. The cabin also has a gorgeous wood-fired sauna for those colder days. Wren cabin has a large wraparound deck for relaxing and an outdoor fire pit, as well as shared access to Adams Pond. The space is modern Scandinavian, light and aery, and filled with thoughtful details.

Family Getaway in Oxford Hills!
Experience this 2BR/2BA retreat, perfect for couples and small families. Nestled among nature, this hillside getaway offers privacy, modern comforts, and a peaceful ambiance. Unwind by the fireplace, fire pit, relax on the deck, or explore the great outdoors. Whether you're seeking outdoor adventure or relaxation, this hideaway is the perfect home base for your next getaway. Families of 5 or 6 can be accommodated with the queen size pull out sofa.

Sunday River Escape | Sauna, Hot Tub, Dog-Friendly
Maine summers don’t get better than this. 4 private acres. Hot tub. Sauna. Chef’s kitchen. And your dogs are 100% welcome. Step outside to waterfall swims at Step Falls, river tubing on the Androscoggin, mountain biking, kayaking, and miles of trails through the White Mountains. Come home to a fire, a cold drink, and zero obligations. 3 bed · 2.5 bath · Sleeps 10 · Dog-friendly This one books fast in summer — grab your dates before they’re gone!
Popular amenities for Greenwood house rentals
House rentals with a pool

Ski Chalet|Ping-Pong|Fire Pit|5 min -> Slopes

Farmhouse: Hot Tub, Mini Golf, Pickleball, POOL

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

Downtown North Conway with private pool & hot tub!

There's No Place Like Home

Bear Brook House

River Access|Gas stove|Min to N. Conway, Attitash

River, Mountain View, Pool, Golf, Storyland, Grill
Weekly house rentals

Alpine Edge

5br/2ba Lake & Ski House w/ Waterfront & Hot Tub

Deer Run - Chalet w/ Fireplace

Ideal Maine Mountain Getaway | Sleeps 15 | Hot Tub

Cozy Modern Mountain Cabin~

Quiet Hideaway, Lg Deck, Hot tub, Pet Friendly

Panoramic Lake-View Retreat | Hot Tub & Game Room

Cozy A-Frame at base of Mt Abram- walk to lifts!
Private house rentals

Open concept 4 bedroom Lakehouse

BryantPond Cabin Getaway|HotTub|Views|Dog Friendly

Peaceful Maine Mountain Escape

The Round House in Bryant Pond

Quiet Lake House

Mountain House near Swimming, Hiking & Kayaking

Private 10+ Acre Sanctuary

NEW Luxury Retreat Hot Tub+Swim Lake+Firepits
When is the best time to visit Greenwood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $652 NZD | $652 NZD | $570 NZD | $521 NZD | $478 NZD | $613 NZD | $605 NZD | $603 NZD | $521 NZD | $521 NZD | $521 NZD | $638 NZD |
| Avg. temp | -10°C | -9°C | -3°C | 4°C | 11°C | 16°C | 19°C | 18°C | 14°C | 7°C | 1°C | -6°C |
Quick stats about house rentals in Greenwood

Total holiday rentals
Explore 70 holiday rentals in Greenwood

Nightly prices starting at
Greenwood holiday rentals start at $191 NZD per night before taxes and fees

Verified guest reviews
Over 2,090 verified reviews to help you choose

Family-friendly holiday rentals
70 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
70 of Greenwood holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Greenwood rentals

4.9 Average rating
Greenwood stays are highly rated by guests—averaging 4.9 out of 5!
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- Rentals with a patio Greenwood
- Rentals with a fire pit Greenwood
- Family-friendly rentals Greenwood
- Rentals with a fireplace Greenwood
- Rentals with outdoor seating Greenwood
- Rentals with lake access Greenwood
- Cabin rentals Greenwood
- Rentals with a hot tub Greenwood
- Waterfront rentals Greenwood
- Rentals with a kayak Greenwood
- Pet-friendly rentals Greenwood
- Rentals with a washing machine and dryer Greenwood
- House rentals Oxford County
- House rentals Maine
- House rentals United States
- Sebago Lake
- White Mountain National Forest
- Story Land
- Sunday River Resort
- Mount Washington Cog Railway
- Saddleback Ski Mountain Maine
- East End Beach
- Cranmore Mountain Resort
- Santa's Village
- Omni Mount Washington Resort
- King Pine Ski Area
- Attitash Mountain Resort
- Conway Scenic Railroad
- Waterville Valley Resort
- Wolfe's Neck Woods State Park
- Pleasant Mountain Ski Area
- Diana's Baths
- Echo Lake State Park
- Wildcat Mountain
- Portland Museum of Art
- Crawford Notch State Park
- Bradbury Mountain State Park
- Jackson Xc
- Mt. Abram





