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Roxbury Holiday Rentals

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Our top choices for Roxbury holiday rentals

2.0 star property
The price is AU$1,093
includes taxes & fees
7 Jan - 8 Jan 2026
Nature Retreat, Sauna, Hot Tub, Gameroom, Fire Pit

Aparthotel in wilton

Large King Room
The price is AU$325
includes taxes & fees
2 Jan - 3 Jan 2026
Large King Room
9.8 out of 10, Exceptional, (79)
"Used house as a central base while hiking. House is perfect for that. Had everything we needed"
United States
Matthew C.
The price is AU$379
includes taxes & fees
19 Jan - 20 Jan 2026
Charming Home Near Sunday River & Other Ski Areas
10.0 out of 10, Exceptional, (175)
"great location; great property!"
United States
Patricia
The price is AU$316
includes taxes & fees
4 Jan - 5 Jan 2026
Upscale Vacation Rental Across From Haley Pond In The Village Of Rangeley
10.0 out of 10, Exceptional, (2)
"I would suggest specifying that the coffee maker is a Keurig"
United States
Maggie C.
The price is AU$897
includes taxes & fees
21 Dec - 22 Dec
Sunday River 5 Min! Family / Group / Couples Retreat!
8.8 out of 10, Excellent, (3)
"Great house and location in the woods on a private dirt road. House is very comfortable and the dogs enjoyed the walks on the dirt road too. We would stay here again. "
United States
Silvia D.
The price is AU$870
includes taxes & fees
20 Dec - 21 Dec
12min Sunday River! Hot Tub, Pet Friendly, Firepit
10.0 out of 10, Exceptional, (12)
"Great get away, very calm"
United States
Ismail E.
The price is AU$339
includes taxes & fees
5 Jan - 6 Jan 2026
The Ellis at Chandler Brook Village
10.0 out of 10, Exceptional, (6)
"Loved the condo, easy access, no issues, bed was comfy, couch was comfy to sit on. Just loves our over all stay"
United States
Debra H.
The price is AU$440
includes taxes & fees
20 Dec - 21 Dec
Sunday River Condo - Cherry Lane
10.0 out of 10, Exceptional, (4)
"We had a great time staying in the yurts. We were traveling with another couple and we were able to get yurts next to one another making it easier to hang out together. We definitely took advantage of the fire pit outside. I would absolutely recommend this place! "
United States
Mandy P.
The Swift at Chandler Brook Village
10.0 out of 10, Exceptional, (9)
"Great location, great amenities "
United States
Cory S.
The price is AU$1,827
includes taxes & fees
21 Dec - 22 Dec
NEW Chalet 6 minutes from Sunday River! Hot tub, Sauna, Sleeps 12, Dog Friendly!
9.2 out of 10, Wonderful, (7)
"Beautiful space "
United States
Abigail S.
The price is AU$387
includes taxes & fees
23 Dec - 24 Dec
Cozy Retreat w/ Fireplace, EV Charger, King Bed
9.8 out of 10, Exceptional, (8)
"Stayed for 6 days with friends and family, house had plenty of room for everyone and was accommodating to a last minute pet addition to the stay. Hot tub was one of the biggest hits. Will book this place again for sure. "
United States
Jason K.
Spruce Peak Chalet! HotTub! Dogs Ok! Firepit! A/C!
10.0 out of 10, Exceptional, (4)
"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$1,225
includes taxes & fees
21 Dec - 22 Dec
Dazling Domes! Hot tub! Game Room! Bar! MTN Views!
10.0 out of 10, Exceptional, (51)
"We had a great stay in Bryant Pond. Lots of outdoor activities in the area. "
United States
Nicholas W.
The price is AU$1,098
includes taxes & fees
5 Jan - 6 Jan 2026
Dog Friendly/Mt. Home/Beau Views/ 3 or more nights 20% DISC!
9.8 out of 10, Exceptional, (7)
" Wonderful and has everything you need for a beautiful stay with family. Host were very easy to reach and very helpful with all our questions "
United States
Nicole C.
Close to Skiing! HotTub! Game Rm! Sleeps 12!
10.0 out of 10, Exceptional, (3)
"The condo was very neat and clean. It was exactly what we were looking for."
United States
Amy
Slope Side Retreat! HotTub| Sauna| Pool! Sleeps 6
8.0 out of 10, Very good, (2)
"Beautiful views, great space. Easy access no issues. The view alone is worth the trip!"
United States
Joseph G.
The price is AU$636
includes taxes & fees
23 Dec - 24 Dec
Atv,utv,snowmobile ,2 ski mountains Saddleback,Sugarloaf resorts
8.8 out of 10, Excellent, (3)
"Everything was very clean and we felt immediately welcomed by an adorable letter board beside a bowl of snacks in the kitchen. The beds were comfortable and, despite the lack of air conditioning, the temperature felt perfect inside and if we had wanted to cool off there was an openable window in the master bedroom. The board games (we had a blast with the spider-man monopoly) and coffee bar were a welcomed addition as well that we were thankful for! The area around the property is exceptionally...
United States
Olivia R.
The price is AU$387
includes taxes & fees
27 Dec - 28 Dec
Cedar&Stone: Cozy cabin in the Western Maine Mountains. Skiing, hiking, biking
9.4 out of 10, Exceptional, (20)
"We were in town to visit family and ski @ Black Mountain (which is well worth the price of lift ticket). The house was comfortable and clean and the host was very responsive. The location was great for us - close to family and the mountain."
United States
Gwen F.
The price is AU$913
includes taxes & fees
19 Jan - 20 Jan 2026
Sunnyside home near Sunday River, Black Mountain, Lakes, Rivers and Hikes
10.0 out of 10, Exceptional, (7)
"We had a great time at a great house. Thanks so much!!!"
United States
Henry C.
The price is AU$2,025
includes taxes & fees
5 Jan - 6 Jan 2026
New.Minutes from Slopes.Firepit.2-Fireplaces.Hot Tub.Sauna.Rec Room.Bunk Room
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.
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Top Roxbury Hotel Reviews

Find out more about Roxbury

Everything you need to know about Roxbury holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Roxbury holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Roxbury holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Roxbury holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Roxbury. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Roxbury holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Roxbury holiday rentals we have selected for you start as low as AU$387 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Roxbury rentals

At Expedia, we put the best Roxbury holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Roxbury rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Roxbury holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Roxbury. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in Roxbury?

Yes, there are holiday rentals close to the most popular sights in Roxbury, or you can select a more secluded option if you're looking for a relaxing stay. Roxbury is known for its beaches and bars.

What are some of the best holiday rentals that Roxbury has to offer?

INDOOR POOL, HOT TUB, PRIVATE 86 acre Retreat and Event Space: This holiday home rental outside of Roxbury is located on a river, and has an outdoor pool, a balcony and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

What can I see and do in Roxbury?

Explore the area and family-friendly sights such as Mineral Collector, or get out into nature at a spot like Webb Lake. Black Mountain and Rumford Falls are a couple of places you'll find in the wider area.

What’s a holiday rental in Roxbury like?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Roxbury. Holiday rentals feature amenities such as patios, hot tubs and fire pits so you'll have everything you need. If you're concerned about cleanliness, a holiday rental can offer a sense of privacy away from public hotel lifts and bustling concierge desks while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular option for a small group gathering.