
House holiday rentals in Greenwood
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Top-rated house rentals in Greenwood
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Cozy modern home with Maine themed charm
Entire house, recently renovated, cozy and comfortable, 8 minutes to Sunday River. Come experience Spring or Summer in the beautiful western Maine mountains. Centrally located to all area attractions. Hiking, golfing, biking, swimming, skiing and exploring to name a few! Close to Grafton Notch where you can enjoy great hiking and beautiful views. One hour from Storyland or Santa's Village. Conveniently located to Bethel restaurants, Gem museum and shopping. Directly on Rte 2 , easy access.

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.

*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!

Mirror Pond Cottage
A sweet space on a pond, this cottage is perfect for those looking for a quiet getaway. We offer swimming, kayaks and a canoe, life jackets along with a raft to float on. Endless fun in the water, with no motors to be heard. This is a quiet spot and we would hate to be responsible for ruining that. We are family friendly and kids are welcome, but please leave the party at the casino (5 minutes away)! The waterfront is sandy and shallow, perfect for young ones to splash around in.

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

River Valley Sunset Retreat Bethel & Newry Skiing
Your adventure begins at River Valley Sunset Retreat. Nestled on 8.75 private acres in Rumford with stunning mountain and sunset views, this spacious rental is your gateway to Western Maine's best. A skier's dream, it's approximately 20 minutes from Sunday River, Black Mountain, and other premier resorts. Step directly onto the property to cast a line into the adjacent Androscoggin River. Discover the ultimate four-season escape tailored for families and outdoor enthusiasts.

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!

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.

Private Lake House, Firepit & Amazing Sunset Views
Spring & summer at Lakeshore Point, a private lakefront home on Canton Lake in Maine. Privately set at the end of a quiet lane, this updated modern retreat offers 200’ of pristine waterfront and your own private sandy shoreline. Swim, kayak, and paddleboard by day, then gather around the fire pit at sunset. Thoughtfully designed with a full kitchen, WiFi, and outdoor shower, it’s where family adventure meets relaxed lakeside New England charm.
Popular amenities for house rentals in Greenwood
House rentals with a pool

Mountain Hideaway - Outdoor pool, hot tub

Pleasant River 3 bed | 2 bath, Hot Tub

Epic Views, 9Mi SR, GameRm

The Lodge at Hidden Pines

The Nest | Lake Access, Pool, HotTub, 5BDRM, Sauna

Farmhouse: Hot Tub, Mini Golf, Pickleball, POOL

Downtown North Conway with private pool & hot tub!

Cozy home, walking distance to beach & pool!
Weekly house rentals

Alpine Edge

Stunning Bridgton Lake House with EV charger

Norway Chalet – Lake & Ski + Hot Tub & Game Room

Water's Edge in Norway, Maine

Mountain House near Swimming, Hiking & Kayaking

Little Red

Luxury Mountain Chalet | Hot Tub | Sleeps 16

Modern Getaway - Hot Tub/Fire Pit/Pool table
Private house rentals

Linden Tree Cottage

Rivers View

Long Lake Happiness-Waterfront/Dock/Kayaks

37(A) Shore Rd, Raymond ME

Cozy Lakefront Cabin-Private Dock-Kayaks-Firepit

Rock Wall|Hot Tub|Green Egg|Peloton|Game RM|King

Skyline Estate|OMG Views|5 Min to SR|HotTub|Slp 17

Private 10+ Acre Sanctuary
When is the best time to visit Greenwood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £291 | £315 | £277 | £222 | £203 | £261 | £257 | £257 | £222 | £222 | £222 | £271 |
| 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 £81 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 & child-friendly amenities

Pet-friendly holiday rentals
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
70 of Greenwood holiday rentals include wifi 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 outdoor seating Greenwood
- Rentals with a firepit Greenwood
- Rentals with a fireplace Greenwood
- Rentals with a kayak Greenwood
- Cabin rentals Greenwood
- Waterfront rentals Greenwood
- Rentals with lake access Greenwood
- Rentals with a hot tub Greenwood
- Family-friendly rentals Greenwood
- Pet-friendly rentals Greenwood
- Rentals with a patio Greenwood
- Rentals with a washing machine and dryer Greenwood
- House rentals Oxford County
- House rentals Maine
- House rentals United States
- White Mountain National Forest
- Sebago Lake
- Story Land
- Sunday River Resort
- Mount Washington Cog Railway
- Saddleback Ski Mountain Maine
- East End Beach
- King Pine Ski Area
- Cranmore Mountain Resort
- Omni Mount Washington Resort
- Diana's Baths
- Waterville Valley Resort
- Wolfe's Neck Woods State Park
- Pleasant Mountain Ski Area
- Conway Scenic Railroad
- Wildcat Mountain
- Portland Museum of Art
- Bradbury Mountain State Park
- Santa's Village
- Mt. Abram
- Echo Lake State Park
- Grafton Notch State Park
- Jackson Xc
- Sunday River




