Greenwood Holiday Houses

A calm lake surrounded by autumn-colored trees and houses in the background.

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Our top choices for Greenwood holiday homes

A room with a large window, a leather armchair, a wooden table, and a small wooden chest.

1. Sunday River Getaway | Sleeps 6 | Pet-Friendly

Bethel

includes taxes & fees

30 Sept - 1 Oct

A modern kitchen with a wooden countertop, a dishwasher, and a sink.

2. Cozy Home 8 Mins to Sunday River w/ EV Charger

Bethel

Kristina R.

includes taxes & fees

29 Sept - 30 Sept

A spacious living area with a sofa, coffee table, and dining table. There is a kitchen in the background with modern appliances.

3. Cozy Retreat w/ Fireplace, EV Charger, King Bed

Bethel

Kevin S.

includes taxes & fees

27 Sept - 28 Sept

A modern kitchen with dark cabinetry, a central island, pendant lighting, and a large window.

4. NEW Luxury Retreat Hot Tub+Swim Lake+Firepits

Woodstock

includes taxes & fees

28 Sept - 29 Sept

A modern living room with a sectional sofa, a fireplace, and a large window.

5. Unique Family Retreat | HotTub, Fire Pit, Dogs OK!

Bethel

"The rooms looked exactly like the photos, the house was very charming and welcoming feeling. Inside the house, and the hot tub, were clean and in working order. We appreciated all the small touches like soap, showering needs, dish-ware etc. The deck off the main bedroom was a nice little quiet getaway. The property was well taken care of, The fire pit was perfect for the cool nights and s’mores! The hosts were friendly and accommodating. Thanks from, two adults, three teenagers and the dog!"

Abbie C.

A rustic interior with a wooden bar, seating area, and a staircase leading to an upper level.

6. Unique Dome with HotTub & Mtn Views

Bryant Pond

Beth S.

A cozy log cabin interior with a stone fireplace, a comfortable sofa, and a large window offering a view of the outdoors.

7. Ursa Major House - Quiet family getaway, minutes from skiing, hiking, biking.

Bethel

Tanya M.

includes taxes & fees

27 Sept - 28 Sept

A bedroom with a bed, wooden ceiling, a window with blinds, a nightstand, and a framed picture on the wall.

8. An Authentic Clean & Cozy Maine Homestay

Buckfield

Meagan D.

includes taxes & fees

28 Sept - 29 Sept

A yurt with a wooden ceiling, a central light fixture, a sofa, a coffee table, and a kitchen area with a stove.

9. The Bear Glamping Yurt in Bethel, Maine

Bethel

Mustafa

includes taxes & fees

19 Oct - 20 Oct

A covered porch with a view of trees and a house in the background.

10. Charming Home Near Sunday River & Other Ski Areas

Rumford

Alicia H.

includes taxes & fees

28 Sept - 29 Sept

An aerial view of a secluded resort with a swimming pool, lounge area, and a small cabin.

11. Highland House at Sunday River

Bethel

includes taxes & fees

27 Sept - 28 Sept

A campsite with two wooden cabins, a dirt path, and string lights.

12. Old Apple Orchard Yurt 2

Buckfield

includes taxes & fees

27 Sept - 28 Sept

A wooden cabin with a sloped roof, surrounded by snow-covered trees and a clear sky.

13. Manor Suite,cozy newly renovated,downtown & beach

Bridgton

Jennifer

includes taxes & fees

29 Sept - 30 Sept

A spacious living room with a brown leather sofa, a flat-screen TV, and a wooden ceiling.

14. NEW! Modern Getaway - Hot Tub/Fire Pit/Pool table

Norway

Irene S.

includes taxes & fees

8 Oct - 9 Oct

A cabin with a wooden exterior, large windows, and a porch area.

15. Sunday River 5 Min! Family / Group / Couples Retreat!

Newry

Sarah C.

includes taxes & fees

28 Sept - 29 Sept

A beach with a boat on the water, a rocky shoreline, and trees in the background.

16. Sunnyside home near Sunday River, Black Mountain, Lakes, Rivers and Hikes

Rumford

Ryan T.

includes taxes & fees

27 Sept - 28 Sept

A kitchen with wooden cabinets, a white refrigerator, a stove, and a window with a view of trees.

17. SUNDAY RIVER RENTAL

Bethel

Samantha M.

includes taxes & fees

26 Sept - 27 Sept

A kitchen with a central island, white cabinetry, a stove, microwave, and a refrigerator.

18. Sunday River Area 1860s Eclectic Farmhouse 8 Person Hot Tub

Rumford

Jacob S.

includes taxes & fees

27 Sept - 28 Sept

A view through a window of a lake surrounded by trees and a small house.

19. Lakefront haven near Pleasant Mt-central location-25 mi. to N.Conway

Bridgton

"What a wonderful stay! The house was absolutely amazing and had everything we needed for a comfortable and relaxing visit. It was clean, well-maintained, and thoughtfully equipped, making us feel right at home from the moment we arrived.We truly enjoyed our stay and appreciated all the little details that made the property so special. Thank you for being a great host and for sharing such a beautiful home. We would gladly stay here again and highly recommend it to others!"

Kyle F.

includes taxes & fees

30 Sept - 1 Oct

A wooden deck with outdoor seating, overlooking a lake with a view of trees and hills.

20. Perfect Maine Getaway - Waterfront w Sauna and Kayaks

Waterford

Amy B.

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Top Greenwood Hotel Reviews

Jordan Hotel

10/10 Excellent

"We stayed for two nights and had a great time. We stayed in a suite with a kitchenette. It was a very long walk down to the end of the building. I was just recovering from a knee injury so the walk from a far away parking lot and then all the way down the end of the building was not ideal. I did tell the receptionist I just came off crutches so not sure why she put me in the farthest room possible? Next time, I will request a room closer to the pool and gym entrance. There also is very little signage so finding everything was difficult to navigate. The restaurant was closed both times we went downstairs to eat so we had to grab food at the cafe. It was grab and go and very expensive. The pool area and hot tubs were wonderful and the kids enjoyed them. It was relaxing and quiet and much cheaper than renting a VRBO in that area. I prefer a house rental but the prices are out of control."

Luxury Lakefront Estate on 138 Acres - Pickleball, Reunions & Weddings

8/10 Good

"Overall a grand house and property and has more places to sleep than it seems in the pictures. There are additional mattresses throughout in closets. We were the first wedding to use the on site tent and storage items, although I was not aware I would be the first. I was talked out of my initial tent rental through an outside company as I had booked that before a permanent tent was added to the property. The tent on site is huge and there are plenty of tables and chairs supplied. There were definitely some kinks to be worked out as those specific offerings are new to them. We had to fix the lighting before use and the generator did not give off as much power as expected. The cost is high for a self-service experience, but as are most wedding venues. The place was mostly clean, but small items like glass doors and bathroom mirrors were noticeably dirty. Many stays appear to be same day change, as when we arrived at 4:00 the cleaners were still finishing up due to a late checkout. Cleaners were very kind, they just have a huge house to get through in a short time. The fire pit is a great area and the deck has a lot of good seating areas. Hot tub is huge. Kitchen is also huge - well stocked. A great place to stay if you have a large group. Floating dock and little fishing boat are a cool addition. Sound system in the house is another cool factor, appeared to have a camera aimed at it. A lot of responsibility on the guest to stay at such a large property."

Find out more about Greenwood

Greenwood Holiday Homes information

Number of reviews	340
Accommodation	484 Holiday Homes
Lowest Price	NZ$284
Highest Price	NZ$1,421

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Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Greenwood holiday homes

1. Sunday River Getaway | Sleeps 6 | Pet-Friendly

2. Cozy Home 8 Mins to Sunday River w/ EV Charger

3. Cozy Retreat w/ Fireplace, EV Charger, King Bed

4. NEW Luxury Retreat Hot Tub+Swim Lake+Firepits