A landscape with wind turbines on a hill and a field of autumn-colored trees.

Holiday Homes in Roxbury

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Roxbury holiday homes

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

1. Charming Home Near Sunday River & Other Ski Areas

Charming Home Near Sunday River & Other Ski Areas
Rumford
9.8 out of 10, Exceptional, (101 reviews)
"Very accommodating stay."
United States
Alicia H.
The price is AU$346
includes taxes & fees
22 Oct - 23 Oct
Charming Home Near Sunday River & Other Ski Areas
A two-story white house with a green roof and a red barn.

2. Cozy farmhouse (east side), 2 bedrooms, in the heart of nature's playground

Cozy farmhouse (east side), 2 bedrooms, in the heart of nature's playground
Andover
10.0 out of 10, Exceptional, (38 reviews)
"I had a wonderful stay at the farmhouse and would absolutely recommend it to others looking for a cozy, comfortable option in this area of Maine."
United States
Erin S.
The price is AU$418
includes taxes & fees
28 Oct - 29 Oct
Cozy farmhouse (east side), 2 bedrooms, in the heart of nature's playground
A beach with a boat on the water, a rocky shoreline, and trees in the background.

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

Sunnyside home near Sunday River, Black Mountain, Lakes, Rivers and Hikes
Rumford
9.4 out of 10, Exceptional, (23 reviews)
"The place was great and very clean! Perfect place to stay after going to Sunday River. "
United States
Ryan T.
The price is AU$560
includes taxes & fees
22 Oct - 23 Oct
Sunnyside home near Sunday River, Black Mountain, Lakes, Rivers and Hikes
A hot tub with a control panel, surrounded by a wooden deck and trees.

4. Farmhouse Escape w/Hot Tub, EV Charger, Ski Bar - 10 mins to Sunday River

Farmhouse Escape w/Hot Tub, EV Charger, Ski Bar - 10 mins to Sunday River
Rumford
The price is AU$698
includes taxes & fees
22 Oct - 23 Oct
Farmhouse Escape w/Hot Tub, EV Charger, Ski Bar - 10 mins to Sunday River
A kitchen with a central island, white cabinetry, a stove, microwave, and a refrigerator.

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

Sunday River Area 1860s Eclectic Farmhouse 8 Person Hot Tub
Rumford
6.8 out of 10, (8 reviews)
"Great property, very accommodating for a large group. Lots of places to sleep, and plenty of room to hang out after a long day of skiing. Everything we were looking for. Friendly host with great communication and fast responses. Very close to Sunday River, planning to stay again! "
United States
Jacob S.
The price is AU$976
includes taxes & fees
22 Oct - 23 Oct
Sunday River Area 1860s Eclectic Farmhouse 8 Person Hot Tub
A spacious living area with a high ceiling, large windows, a cozy seating area, and a kitchen in the background.

6. Ski Castle:3 Miles Sunday River-Ski-Hot Tub-Sauna-Fire Pit-EV Chg-Sleeps 14 pple

Ski Castle:3 Miles Sunday River-Ski-Hot Tub-Sauna-Fire Pit-EV Chg-Sleeps 14 pple
Newry
10.0 out of 10, Exceptional, (18 reviews)
"Cozy , fresh air , perfect place for the family and the kid Highly recommend,"
United States
Chenda M.
Ski Castle:3 Miles Sunday River-Ski-Hot Tub-Sauna-Fire Pit-EV Chg-Sleeps 14 pple
A rustic interior with a wooden bar, seating area, and a staircase leading to an upper level.

7. Unique Dome with HotTub & Mtn Views

Unique Dome with HotTub & Mtn Views
Bryant Pond
10.0 out of 10, Exceptional, (6 reviews)
"We had a great stay at the Enchanted Dome! Everything was perfect for our family. The area was beautiful. Dave and Kim were very responsive and seemed to truly care about our experience. We enjoyed it immensely, Thank you!"
United States
Beth S.
The price is AU$993
includes taxes & fees
22 Oct - 23 Oct
Unique Dome with HotTub & Mtn Views
A spacious living area with a sofa, coffee table, and dining table. There is a kitchen in the background with modern appliances.

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

Cozy Retreat w/ Fireplace, EV Charger, King Bed
Bethel
9.6 out of 10, Exceptional, (14 reviews)
"Place was clean, comfy, and in a great location - just as described. Host was responsive and left clear instructions for everything. "
United States
Kevin S.
The price is AU$359
includes taxes & fees
22 Oct - 23 Oct
Cozy Retreat w/ Fireplace, EV Charger, King Bed
A kitchen with a wooden countertop, a dishwasher, and a sink.

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

Cozy Home 8 Mins to Sunday River w/ EV Charger
Bethel
10.0 out of 10, Exceptional, (7 reviews)
"Convenient location, very clean, nice amenities, good communication."
United States
Kristina R.
Cozy Home 8 Mins to Sunday River w/ EV Charger
A wooden interior with a black door, a shelf with a plant, and a white pillow.

10. Fresh New Condo next to Sunday River w/hot tub

Fresh New Condo next to Sunday River w/hot tub
Newry
Fresh New Condo next to Sunday River w/hot tub
A room with a large window, a leather armchair, a wooden table, and a small wooden chest.

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

Sunday River Getaway | Sleeps 6 | Pet-Friendly
Bethel
The price is AU$619
includes taxes & fees
25 Oct - 26 Oct
Sunday River Getaway | Sleeps 6 | Pet-Friendly
A spacious living room with a large sectional sofa, a television, a fireplace, and a dining area with bar stools.

12. Hiking,canoeing,fishing,close to atv,utv trails

Hiking,canoeing,fishing,close to atv,utv trails
Madrid
9.0 out of 10, Wonderful, (6 reviews)
"Property was lovely,the owner was great as far as communication went,would definitely stay there again "
United States
Stephen L.
The price is AU$690
includes taxes & fees
22 Oct - 23 Oct
Hiking,canoeing,fishing,close to atv,utv trails
A modern kitchen with a central island, built-in appliances, and pendant lighting.

13. Winery Stay Experience: Sunday River Area Farmhouse Winery & Wood-fired Grill

Winery Stay Experience: Sunday River Area Farmhouse Winery & Wood-fired Grill
Rumford
The price is AU$2,590
includes taxes & fees
1 Nov - 2 Nov
Winery Stay Experience: Sunday River Area Farmhouse Winery & Wood-fired Grill
A yurt with a wooden ceiling, a central light fixture, a sofa, a coffee table, and a kitchen area with a stove.

14. The Bear Glamping Yurt in Bethel, Maine

The Bear Glamping Yurt in Bethel, Maine
Bethel
9.6 out of 10, Exceptional, (5 reviews)
"Excellent place, the yurts are fantastic. It was like a different planet in the snow. Definitely recommend it. "
United States
Mustafa
The price is AU$315
includes taxes & fees
25 Oct - 26 Oct
The Bear Glamping Yurt in Bethel, Maine
A cabin with a wooden exterior, large windows, and a porch area.

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

Sunday River 5 Min! Family / Group / Couples Retreat!
Newry
10.0 out of 10, Exceptional, (7 reviews)
"Nice, very comfortable, just what we wanted."
United States
paul m.
The price is AU$819
includes taxes & fees
4 Nov - 5 Nov
Sunday River 5 Min! Family / Group / Couples Retreat!
A modern living room with a sectional sofa, a fireplace, and a large window.

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

Unique Family Retreat | HotTub, Fire Pit, Dogs OK!
Bethel
10.0 out of 10, Exceptional, (1 review)
"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!"
United States
Abbie C.
Unique Family Retreat | HotTub, Fire Pit, Dogs OK!
A kitchen with wooden cabinets, a white refrigerator, a stove, and a window with a view of trees.

17. SUNDAY RIVER - Pine Haven - Private Townhome 24

SUNDAY RIVER - Pine Haven - Private Townhome 24
Bethel
9.2 out of 10, Wonderful, (10 reviews)
"Good location, plenty of parking."
United States
Samantha M.
The price is AU$776
includes taxes & fees
22 Oct - 23 Oct
SUNDAY RIVER - Pine Haven - Private Townhome 24
A frozen lake with houses in the background.

18. The Ridgeline | Near Saddleback • Walk to Rangeley Lake

The Ridgeline | Near Saddleback • Walk to Rangeley Lake
Rangeley
10.0 out of 10, Exceptional, (1 review)
"Comfortable, very clean, modern cabin with amazing hosts"
United States
Cathy S.
The price is AU$339
includes taxes & fees
22 Oct - 23 Oct
The Ridgeline | Near Saddleback • Walk to Rangeley Lake
A wooden cabin room with a bed, desk, and chair, a television, and a door.

19. The Summit Suite | Walk to Rangeley Lake • ATV & Sled Access

The Summit Suite | Walk to Rangeley Lake • ATV & Sled Access
Rangeley
The price is AU$339
includes taxes & fees
22 Oct - 23 Oct
The Summit Suite | Walk to Rangeley Lake • ATV & Sled Access
A small, single-story building with a gabled roof, a front door, and two windows on either side.

20. The Evergreen | Walk to Rangeley Lake, Sled & ATV Access

The Evergreen | Walk to Rangeley Lake, Sled & ATV Access
Rangeley
The price is AU$339
includes taxes & fees
22 Oct - 23 Oct
The Evergreen | Walk to Rangeley Lake, Sled & ATV Access
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Roxbury Hotel Reviews

The Inn at the Rostay

The Inn at the Rostay

10/10 Excellent
"The Rostay is one of my favorite places I’ve ever stayed! The room was cozy and had every amenity imaginable. It was so clean and the property is absolutely beautiful."
Julie 1-night trip
Posted 7 hours ago
The Inn at the Rostay

Find out more about Roxbury

Roxbury Holiday Homes information

Number of reviews
239
Accommodation
666 Holiday Homes
Lowest Price
AU$315
Highest Price
AU$2,590