Derby Holiday Rentals

  • Plan, book, stay with confidence
  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Holiday Rentals in Derby

Jay Peak Ski-in Ski-out “well stocked” condo at Slopeside
9.8 out of 10, Exceptional, (25)
"Great location - really close to the Tramside lifts and services. Very responsive owner. Would recommend"
Jay Peak Ski-in Ski-out “well stocked” condo at Slopeside
Beautiful ski-in, ski-out 2-BR Village Condo at Jay Peak, right on the trail!
10.0 out of 10, Exceptional, (166)
"Wonderful "
Beautiful ski-in, ski-out 2-BR Village Condo at Jay Peak, right on the trail!
Jay Peak 3mi - ski home via Big Jay!
9.8 out of 10, Exceptional, (19)
"We enjoyed the spacious rooms, beautiful views, friendly atmosphere, and location just minutes from Montgomery Center. We would certainly stay again."
The price is AU$386
includes taxes & fees
23 Nov - 24 Nov
Jay Peak 3mi - ski home via Big Jay!
Beautiful 2-BR Ski-in, Ski-out Village Condo at Jay Peak, right on the slopes!
10.0 out of 10, Exceptional, (152)
"Enjoyed our stay, relaxed, had time with family and friends in a beautiful setting. Great walk and even got in a round of golf. Blessed with beautiful weather and the beginning of foliage."
Beautiful 2-BR Ski-in, Ski-out Village Condo at Jay Peak, right on the slopes!
Charming dog-friendly riverside escape with deck, firepit & EV charger
9.6 out of 10, Exceptional, (16)
"We had a lovely stay. The house is just as shown and described, though the water is not accessible from the property. There were also two unannounced visits by groundskeepers, who while pleasant and professional, were unexpected."
Charming dog-friendly riverside escape with deck, firepit & EV charger
Ski in/ Ski out at Jay Peak- 10 feet from Grammy Jay Run
9.6 out of 10, Exceptional, (13)
"Everything we expected. Great location, perfect layout, very clean. Really enjoyed our stay. "
Ski in/ Ski out at Jay Peak- 10 feet from Grammy Jay Run
Lake Willoughby Views and access. Boat Dock and Beach Wood fired hot tub
10.0 out of 10, Exceptional, (10)
"It was a perfect getaway for a weekend. Within walking distance to Mt. Pisgah and its own dock access for Lake Willoughby. Couldn't have asked for more. I was actually surprised how well the kitchen worked. Only downside was thr shower was a bit small for a 6 ft guy."
Lake Willoughby Views and access. Boat Dock and Beach Wood fired hot tub
Waterfront Home At The End Of An Out Of The Way Dead End Street
9.8 out of 10, Exceptional, (146)
"We loved everything about this place! The view was amazing! The host was very nice and communicated with us about things to see during our trip, including the northern lights! It was a relaxing, beautiful visit with hopefully many more to come!"
Waterfront Home At The End Of An Out Of The Way Dead End Street
Brand New, Private Home with Nordic Hot Tub- Just .5mi to Jay Peak Ski Resort
10.0 out of 10, Exceptional, (4)
"The house is brand new, set up well and very clean and has all amenities that you need for a week stay. It is less than 5 mins to the mountain and a 5 min drive to the small Jay Village. We will definitely return."
Brand New, Private Home with Nordic Hot Tub- Just .5mi to Jay Peak Ski Resort
Entire Lake House on Lake Memphremagog, dead end RD, private. 30 min to Jay Peak
10.0 out of 10, Exceptional, (13)
"Wonderful clean place in a cute VT town right by the Canadian border. Love "
Entire Lake House on Lake Memphremagog, dead end RD, private. 30 min to Jay Peak
Entire Family-Friendly Home w/ Indoor Hot Tub Near Bike Trails & 5mi to Jay Peak
10.0 out of 10, Exceptional, (61)
"We really enjoyed our time at the house. We were two familles of three with a dog and everybody was comfortable. The house is spacious, cozy, clean and has a big garden for kids(and dogs) to run about. It is well equipped. We also appreciated the jacuzzi after our days on the slopes and the discount tickets Asia had kindly left for us to use at the resort (ski and Pumphouse). We recommend for a group of 6 to 8 people."
Entire Family-Friendly Home w/ Indoor Hot Tub Near Bike Trails & 5mi to Jay Peak
Beautifully Renovated Classic Vermont Lake View Cottage
9.6 out of 10, Exceptional, (94)
"We had a really nice stay. Tim was very kind and inviting, made sure check in was a breeze, and was helpful with recommendations. The kitchen had everything we needed. The location is great, as is the view. Bed was comfortable but is also on wheels which was a problem for our dog going under the bed. We also discovered a lot of dust bunnies under the bed and arm chair as a result. Lastly, you should know that the water is sulfurous. It didn't bother us but it's worth knowing. We would...
Beautifully Renovated Classic Vermont Lake View Cottage
Ski-in/ski-out townhome with great views & deluxe resort amenities
9.6 out of 10, Exceptional, (73)
"We chose this location as it was reasonably priced and could accommodate our families needs. The area down stairs was perfect for those with younger children. The kitchen is well equipped and it was nice to sit together. There is a thermostat on each floor - but heat rises and created a sauna upstairs. We only used the gas fire, nice to look at and a great heat source. I would recommend this property to others, we really enjoyed it."
Ski-in/ski-out townhome with great views & deluxe resort amenities
AMAZING! LAKESHORE HOME w/DOCK; Sleeps 7
10.0 out of 10, Exceptional, (19)
"The home is located in a very quiet area with a beautiful view of the lake. Very clean and communication was excellent. "
AMAZING! LAKESHORE HOME w/DOCK; Sleeps 7
Inviting ski-in/ski-out condo - free WiFi, gas fireplace & free ski shuttle
9.4 out of 10, Exceptional, (50)
"The property was great for our group of 4. Kitchen was well equipped, although toaster needs replacement. Bathrooms had lots of towels and dove soap/shampoo/conditioner. A few things we could have used were scissors and kleenex. The shower drains do need a cleaning as they filled up while showering to cover our feet and drained very slow. We did have an issue with beeping on our last night. It was a water sensor telling us there was a leak under the sink. We weren't sure how to shut the sensor...
Inviting ski-in/ski-out condo - free WiFi, gas fireplace & free ski shuttle
Jay Peak 3 Bedroom Trailside Condo directly on the mountain. Walk to water park
10.0 out of 10, Exceptional, (37)
"This condo was immaculate and just what my spouse and I could have asked for. Excellent location to Jay resort, and the communication with the host was great. We would highly recommend booking this condo for any amount of time. "
Jay Peak 3 Bedroom Trailside Condo directly on the mountain. Walk to water park
Ski-in/ski-out Dual-condo getaway w/mountain views, fireplace
9.8 out of 10, Exceptional, (7)
"clean and fun!"
Ski-in/ski-out Dual-condo getaway w/mountain views, fireplace
Ski, Bike and family fun at "The Future" cottage.
Ski, Bike and family fun at "The Future" cottage.
Journeys End Chalet - Minutes to Jay Peak!
10.0 out of 10, Exceptional, (48)
"This place is amazing! We had a great time and enjoyed our stay to the last minute. The house is spacious, with a vary well stocked kitchen, comfy beds and a huge deck where we ate all our meals. We also had a lot of fun playing pool in the basement. There is tons of activities around, so it's really hard to get bored. We recommend a visit to the Jay Peak Resort and a cab ride to the mountain top. The views from there are stunning. We would give this property 6 stars if possible. We will gladly...
The price is AU$574
includes taxes & fees
24 Nov - 25 Nov
Journeys End Chalet - Minutes to Jay Peak!
The Riverfront Condo II
9.8 out of 10, Exceptional, (17)
"Great place to stay! Clean and cozy. "
The Riverfront Condo II
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.
Don't see what you're looking for?
See all available properties in Derby
Save an average of 15% on thousands of hotels when you're signed in

Other types of properties in Derby you may be interested in

Jay Peak Resort
3.0 star property
8.4 out of 10, Very good, (953)
"Perfect for skiing or doing other activities as a family "
Jay Peak Resort
The Jay Village Inn
3.0 star property
8.0 out of 10, Very good, (302)
"People great. Dining was a plus. Prices very reasonable. "
The price is AU$177
includes taxes & fees
8 Dec - 9 Dec
The Jay Village Inn
Seymour Lake Lodge
2.0 star property
9.4 out of 10, Exceptional, (136)
"A cosy, comfortable room with great character and a very friendly host set in a beautiful location. "
The price is AU$226
includes taxes & fees
30 Nov - 1 Dec
Seymour Lake Lodge
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.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

Frequently asked questions

Can I find holiday rentals in Derby?

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

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

Waterfront Home At The End Of An Out Of The Way Dead End Street : This holiday home rental outside of Derby is located on a lake, and has a fireplace, a patio 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. Kick off your shoes and enjoy yourself with a garden and a selection of books.

How many holiday rentals are there in Derby?

Expedia has 9 holiday rentals for your stay in Derby.

What can I see and do in Derby?

Lake Salem Beach House and Lake Salem are a couple of lovely local spots to get outside and enjoy nature. Veteran’s Memorial Park and Haskell Free Library and Opera House are a couple of places you'll find in the wider area.

What are holiday rentals like in Derby?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Derby. Holiday rentals offer extras such as hot tubs, fire pits and patios so you'll have a home away from home. If you're concerned about cleanliness, holiday rentals can provide a sense of privacy away from public hotel lifts and bustling concierge desks while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular choice for family gatherings.