Photo by George Sykes

Orange County holiday rentals

We found 347 holiday rentals — enter your dates for availability
Discover a selection of 36 homes, 11 apartments and other holiday rentals in Orange County that are perfect for your trip. Whether you’re staying in a holiday home with friends, family or even just your pets, you'll have the best amenities for spending time at your home away from home, which might include Wi-Fi and a hot tub. No matter what you're looking for, you'll be sure to find a property to rent that has what everyone needs, including a place that is accessible or non-smoking.

Popular Orange County destinations on Stayz

Holiday rentals with weekly discounts – Orange County

Showing deals for:13 Nov - 20 Nov

Interior
Private kitchen
Property grounds
Room
Exceptional
(10 reviews)

Renovated 19th century farmhouse with swimming pond in private, bucolic setting

Strafford

12% off
AU$3,864
for 7 nights, 1 room
AU$552 per night
includes taxes & fees
Renovated 19th century farmhouse with swimming pond in private, bucolic setting
Interior
Living area
Exterior detail
Outdoor dining
Exceptional
(6 reviews)

Authentic farmhouse for those who love cozy, quirky, historical imperfection

Randolph Center

11% off
AU$2,989
for 7 nights, 1 home
AU$427 per night
includes taxes & fees
Authentic farmhouse for those who love cozy, quirky, historical imperfection
SUMMER
GAZEBO in the Tree Tops for Cocktails before Dinner.
Dining Table accomodates up to 20 guests.
Sitting around the Fireplace in the Great Room
Exceptional
(13 reviews)

FAMILY FRIENDLY 4 Season Home for Large Groups, With Hot Tub. Sleeps up to 27.

Roxbury

9% off
AU$19,202
for 7 nights, 1 home
AU$2,743 per night
includes taxes & fees
FAMILY FRIENDLY 4 Season Home for Large Groups, With Hot Tub. Sleeps up to 27.
Living area
Dining
Private kitchen
Exterior
Exceptional
(29 reviews)

North Porch Farmhouse

Rochester

8% off
AU$3,177
for 7 nights, 1 home
AU$454 per night
includes taxes & fees
North Porch Farmhouse
Interior
Room
Interior
Property grounds
Exceptional
(38 reviews)

Cozy Cabin Retreat

Randolph

8% off
AU$1,576
for 7 nights, 1 cottage
AU$225 per night
includes taxes & fees
Cozy Cabin Retreat
Living area
Property grounds
Early winter
View of Green Mountians.
Exceptional
(102 reviews)

Large Secluded Vermont Rental House With Stunning Views.

South Ryegate

7% off
AU$2,435
for 7 nights, 1 home
AU$348 per night
includes taxes & fees
Large Secluded Vermont Rental House With Stunning Views.
Private kitchen
Exterior
Room
Property grounds
Exceptional
(40 reviews)

Sun drenched cozy cottage on budding 17 acre homestead

Washington

17% off
AU$1,355
for 7 nights, 1 cottage
AU$194 per night
includes taxes & fees
Sun drenched cozy cottage on budding 17 acre homestead
Huge deck to relax and bbq on
A comfortable and convenient base for your visit to Vermont!
Living room has smart tv with streaming channels and antenna for local tv.
Curl up with a good book or to watch a movie.
Exceptional
(22 reviews)

Bright 3 bed 2 bath home!

Montpelier

8% off
AU$2,730
for 7 nights, 1 home
AU$390 per night
includes taxes & fees
Bright 3 bed 2 bath home!
Pet friendly chalet
Exterior
Pool
Private kitchen
Wonderful
(12 reviews)

Pet friendly. Mountain lakes chalet<br>Non smoking!

Woodsville

7% off
AU$2,206
for 7 nights, 1 home
AU$315 per night
includes taxes & fees
Pet friendly. Mountain lakes chalet<br>Non smoking!
Kick back and get comfortable in the living room.
Enjoy a glass of wine and a good book after a satisfying day of outdoor activity
Cook at your leisure in the guesthouse's fully equipped kitchen.
Find your way to our state-of-the-art sugarhouse where we make Pure Vermont Gold
Exceptional
(7 reviews)

Private Guesthouse On 400 Scenic Acres- See Our Show Oxen & Try Maple Sugaring!

Northfield

12% off
AU$1,735
for 7 nights, 1 home
AU$248 per night
includes taxes & fees
Private Guesthouse On 400 Scenic Acres- See Our Show Oxen & Try Maple Sugaring!
Main living area.
Main level kitchen
Main level dining room
Main level living room
Exceptional
(15 reviews)

Log cabin on Macintosh Pond access to VAST trail system snowmobile trails.

South Royalton

8% off
AU$7,296
for 7 nights, 1 home
AU$1,042 per night
includes taxes & fees
Log cabin on Macintosh Pond access to VAST trail system snowmobile trails.
small grassy area to the right of unit
Living area
Property grounds
spacious kitchen, fully stocked with dishware, pots, pans, etc
Exceptional
(15 reviews)

Spacious Victorian with Porch

Wells River

11% off
AU$1,491
for 7 nights, 1 room
AU$213 per night
includes taxes & fees
Spacious Victorian with Porch
Private kitchen
Interior
Interior
Exterior
Exceptional
(13 reviews)

Hill top home located on 30 acres with privacy and surrounding natural beauty.

Northfield

8% off
AU$3,028
for 7 nights, 1 cabin
AU$433 per night
includes taxes & fees
Hill top home located on 30 acres with privacy and surrounding natural beauty.
Schilling tasting room next-door to the restaurant
Great ambiance for bev of choice or cigars. Bistro lights added sept 2025.
Looking down from loft
Littleton free house restaurant
Exceptional
(154 reviews)

Custom Log Cabin on Wild Ammonoosuc River

Bath

8% off
AU$2,291
for 7 nights, 1 home
AU$327 per night
includes taxes & fees
Custom Log Cabin on Wild Ammonoosuc River

Find the perfect holiday rental for your Orange County getaway

Learn about the unique charm of Orange County with a stay in a holiday home rental. This city has something for everyone. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Activities and attractions in Orange County

Are you hoping to find attractions to see during your stay? Venture out of your holiday home and check out everything that Orange County has to offer. These are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Rock of Ages (11 mi / 17.6 km)
  • Bear Ridge Raceway (13.9 mi / 22.3 km)
  • Blueberry Lake Cross Country and Snowshoeing Center (20.2 mi / 32.6 km)
  • Sugarbush Farm (22.5 mi / 36.1 km)
  • Saskadena Six Ski Area (23.1 mi / 37.1 km)
  • Quechee State Park (24.3 mi / 39.2 km)

Exploring the natural features in Orange County

Whether you're an active traveller or just want to appreciate the scenery, Orange County is a great place to spend some time outside. Here are some of the area’s noteworthy features, all within 30 miles (48.2 km) of the city centre:

  • Lake Fairlee (13 mi / 20.9 km)
  • Lake Morey (15.4 mi / 24.9 km)
  • Connecticut River Birding Trail (16.7 mi / 26.9 km)
  • Silver Lake State Park (19.5 mi / 31.5 km)
  • Moss Glen Falls (20.1 mi / 32.4 km)
  • Blueberry Lake (20.1 mi / 32.4 km)

Transport options to and around Orange County

If you're travelling by train, the main station serving the city is Randolph Station.

Frequently asked questions

What is the best area to stay in Orange County when booking a holiday home?
One of the more popular areas to find an Orange County holiday home is Wells River. When you lock in your Stayz holiday home, you will have the entire place to yourself. So you don't have to share it with anybody except for your favourite people.
What is the most popular type of holiday home accommodation in Orange County?
Houses are the most popular kind of holiday home in Orange County, according to our data. Even if you've got something bigger or smaller in mind, Stayz has holiday homes in a variety of sizes and shapes. Look over our options to find your perfect Orange County pad.
How much does it cost to rent a holiday home in Orange County?
Different things influence what you'll pay for a holiday home in Orange County, like the type of property, season and length of stay. Still, all our holiday homes have one thing in common — amazing value. Simply add your travel dates to find your ideal escape.
How much does it cost to rent a beach house in Orange County?
The average price for a holiday home by the beach in Orange County will depend on when you'll be there and the type and size of property you want. You can quickly and easily find prices on Stayz by entering your preferred travel dates. Then make use of the filter tool to pick the number of bedrooms and amenities that you prefer, like WiFi, a pool and air conditioning.
What are popular home amenities in Orange County?
A stovetop, a fridge and off-street parking options are the most popular home amenities in Orange County. Whether you plan to go alone, with your better half or as a family, Stayz can help you find a holiday home that suits your tastes with a load of extras you'll love.
Are there large group holiday homes in Orange County?
Pick from 11 holiday homes in Orange County that can accommodate a group of 10 or more guests. Whether you're planning a family trip or an event like an anniversary, there's enough room to get your favourite people together under one roof.
What are the top attractions for families in Orange County?
Keeping the kiddos entertained during your holiday in Orange County is child's play with these cool family-friendly attractions:
  • Lake Morey
  • Fairlee Town Beach
  • Lake Fairlee
Can I find two-bedroom holiday homes in Orange County?
Take your pick of 20 two-bedroom holiday properties in Orange County. Put your little ones in the second room or maybe fill it with a couple of your best friends. There's space for whoever's fortunate enough to be joining in on the fun.
Are there holiday homes with WiFi in Orange County?
Choose from 24 holiday homes with WiFi in Orange County. If you want to disconnect from the world during your trip, but still need to be connected to the web, these properties have what you need. Narrow your search by applying the WiFi filter on Stayz.
How old do you have to be to rent a holiday home in Orange County?
The minimum age is usually 16, 18 or 21. It can change from property to property on Stayz, so look at the rules of your chosen Orange County holiday home before booking your stay.
How long can I rent a holiday home in Orange County for?
It all depends on the Orange County property. To look at a list of options offering extended stays, just type your travel dates and number of guests into the Stayz search page. You can look forward to having the property to yourself, as well as amenities such as a full kitchen, air conditioning and outdoor spaces where the little ones can play. Keep an eye out for long-term stays that offer weekly or monthly discounts.

More holiday ideas