House holiday rentals in Greenwood

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Top-rated house rentals in Greenwood

Guests agree: These houses are highly rated for location, cleanliness and more.

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Top Guest favourite
Home in West Paris
4.99 out of 5 average rating, 138 reviews

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.

Top Guest favourite
A modern living area features large windows that provide views of the surrounding hills. A cozy seating arrangement includes a spacious leather sofa and two armchairs, positioned around a wooden coffee table. A television is mounted on the wall above a stylish fireplace, enhancing the inviting ambiance.
Home in Greenwood
5 out of 5 average rating, 43 reviews

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!

Top Guest favourite
A hot tub is positioned on a spacious deck, offering a stunning view of a mountain during sunset. The scenery features a blend of warm hues in the sky, with gentle slopes visible in the background. Steps lead up to the hot tub, enhancing accessibility.
Home in Bridgton
4.95 out of 5 average rating, 162 reviews

*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!

Guest favourite
The image showcases a bright interior with vaulted ceilings, featuring large angular windows that allow natural light to fill the space. A rustic brick fireplace with a black stove is centered against a wall. A wooden ceiling fan hangs above, enhancing the cabin-like atmosphere.
Home in Waterford
4.85 out of 5 average rating, 249 reviews

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.

Guest favourite
The cabin exterior is showcased with large glass walls, allowing natural light to fill the interior. A wooden deck is lined with outdoor lights, leading to a hot tub. Surrounded by trees, the peaceful setting is visible, creating a serene outdoor atmosphere.
Home in Naples
4.98 out of 5 average rating, 187 reviews

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!

Guest favourite
Home in Bethel
4.93 out of 5 average rating, 151 reviews

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.

Guest favourite
A modern exterior of the eco-friendly retreat is displayed, showcasing a sloped roof and large windows. The deck features comfortable seating and steps leading to the welcoming entryway. Surrounding greenery adds a natural backdrop, enhancing the serene atmosphere of the waterfront sanctuary.
Home in Sweden
4.98 out of 5 average rating, 136 reviews

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

Top Guest favourite
A backyard space features a circular fire pit surrounded by several black wooden Adirondack chairs. In the background, the modern, three-story home is partially obscured by trees and showcases a combination of gray and white siding.
Home in Bethel
4.97 out of 5 average rating, 117 reviews

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!

Top Guest favourite
Home in Greenwood
4.95 out of 5 average rating, 172 reviews

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.

Top Guest favourite
A lofted bedroom features a spacious bed adorned with a vibrant striped blanket. Light filters through a window, highlighting the sloped whitewashed ceilings and simple artwork on the walls. Warm wood accents complement the soft, neutral tones throughout the room.
Home in Bridgton
4.98 out of 5 average rating, 177 reviews

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.

Guest favourite
Home in Sumner
4.94 out of 5 average rating, 159 reviews

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.

Top Guest favourite
An open-concept living area features comfortable couches adorned with yellow pillows. A glass coffee table sits on a plush rug, and hardwood floors add warmth. The space is complemented by modern kitchen elements, including a large hooded range and sleek cabinetry, visible in the background.
Home in Bethel
5 out of 5 average rating, 123 reviews

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

When is the best time to visit Greenwood?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
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
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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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