Airbnb your place

Holiday rentals in Orange

Find and book unique accommodation on Airbnb

Quick stats about holiday rentals in Orange

  • Total holiday rentals

    Explore 20 holiday rentals in Orange

  • Nightly prices starting at

    Orange holiday rentals start at ₹8,591 per night before taxes and fees

  • Verified guest reviews

    Over 1,950 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    20 of Orange holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Orange rentals

  • 4.9 Average rating

    Orange stays are highly rated by guests – averaging 4.9 out of 5!

Top-rated holiday rentals in Orange

Guests agree: these stays are highly rated for location, cleanliness and more.

1 of 1 pages1 / 1
Guest favourite
Farm stay in Rapidan
4.87 out of 5 average rating, 153 reviews

Iconic Farmhouse w/ Furnished Silo & Highland Cows

This beautiful house is the culmination of eight friends’ vision for an ecological and architectural experience. Set on a picturesque 33-acre grassfed cattle farm, this 4 bedroom, 3 loft, 2.5 bath dwelling is ideal for family get-togethers and intimate reunions with old friends. Many Blue Ridge Mountain sunsets have been celebrated from the open air balcony. Due to the number of staircases and separated rooms, the property is not ideal for folks with toddlers or those with mobility limitations.

FamilyLocationDecor

Top guest favourite
The image showcases a charming brick home set against a backdrop of gently rolling farmland. A group of cattle is seen grazing in the distance, while a large tree provides shade in the foreground. The clear blue sky enhances the serene countryside view.
Home in Orange
5.0 out of 5 average rating, 90 reviews

Tatums Farmside Escape a country jewel Sleeps 10

Relax & enjoy gorgeous views of farmland, mountains and grazing cattle. Perfect for multifamily stays, wedding parties, vacations.. Short drive to Orange & Culpeper. Near wineries such as Early Mtn , Prince Michelle, Barboursville etc. Historic areas near such as Montpelier. Visit local breweries Bald Top and Iron Pipe. Madison County borders the Shenandoah Nat Park where you can hike, fish & site see. Your stay includes coffee, toiletries, firewood, linens and towels. FIREFLY FAST INTERNET!

ValueFamilyHospitality

Top guest favourite
A newly constructed guesthouse features a charming exterior with a sloped red roof and white trim. A covered balcony with a red umbrella overlooks landscaped gardens. Stone pathways and greenery surround the home, enhancing the inviting outdoor space.
Guest house in Orange
5.0 out of 5 average rating, 318 reviews

Taj Garage Guesthouse

Above garage guesthouse with private, self check-in entrance, off-street parking, among historic homes, 4 blocks to restaurants, shops, park, etc. in downtown Orange. Includes a fully equipped kitchen, queen bed, full bath, seating area, TV, wifi and balcony. Custom heart pine furniture, EV charger, refrig, stove, microwave, toaster and Keurig. Close to superb wineries, breweries and historic sites. Four blocks from the railroad so you will occasionally hear "that lonesome whistle blow".

LocationValueWifi

Guest favourite
A charming single-story house is presented with a light-colored exterior and dark shutters. Rocking chairs are positioned on the front porch, inviting relaxation. A well-maintained lawn surrounds the home, and a backdrop of trees complements the serene setting.
Cottage in Orange
4.9 out of 5 average rating, 230 reviews

Willie's Place Country Cottage Pets Allowed

Step out your front door and pet horses located next door. Willie's place is newly renovated and has all the amenities you need. Located close to wineries, shopping, wedding venues, Historic Montpelier, Corn Maze, Town of Orange, Woodberry Forest School, 10 minutes to Gordonsville, 30 minutes to Charlottesville. Kayak the Rapidan, take a horseback ride at Oakland Heights or see a play at Barboursville. Exposed beams throughout, a beautiful Loft and back porch for sitting. You won't go wrong.

FamilyLocationParking

Top guest favourite
The entrance features double wooden doors that open to a welcoming interior. A 'hello' mat is placed on the threshold, and two stylish chairs are positioned on the balcony above, inviting guests to enjoy the view. Lush plants accentuate both sides of the entrance.
Flat in Somerset
4.98 out of 5 average rating, 224 reviews

Cozy Farm Apt near Cville•hot tub, sauna, mt views

Come experience a relaxing getaway on our family’s dairy farm in Somerset. In beautiful Orange County, We are close enough to Charlottesville (25 min) for all your shopping and eating needs, but has the privacy, calm and tranquility of the country, with beautiful majestic mountain views! This is a wonderful location for exploring all of wine country, unwinding from the hustle of busy life, and then taking in the sunset in this quiet country setting with rolling hills as your backdrop!

LocationValueAccess

Top guest favourite
Home in Orange
5.0 out of 5 average rating, 20 reviews

Elegant Historic Home Walkable to Downtown Orange

This beautifully restored 1920s Victorian in Orange, VA, was designed for slow mornings, wine-country weekends, and meaningful time together. Perfect for 4 guests, this 2-bed, 2-bath home blends historic charm with modern luxury. Featuring a chef's kitchen, a dedicated workspace, and a cozy fireplace, this home seamlessly blends historic charm with elevated comfort. Whether you’re here for a wedding weekend, vineyard escape, or peaceful getaway, we invite you to slow down and stay awhile.

LocationValueDecor

Top guest favourite
A two-story building is showcased, featuring a light-colored exterior with a stone accent at the base. A wooden deck is visible, leading to an entrance on the upper level. Two garage doors are prominently displayed beneath the deck.
Flat in Orange
5.0 out of 5 average rating, 72 reviews

Apartment in Orange, "Farm Sweet Farm"

Quaint, private apartment with many amenities (see below). Rural setting on farm. Short drive to wineries, historic sites, and the quaint towns in Orange, Madison, Albemarle counties. Located conveniently between Charlottesville and Culpeper Virginia. Close to Blue Ridge Parkway. Tour Montpelier and Monticello nearby. Upon request, access to telescope for viewing of stars and galaxies! This property has a separate bedroom, a sofa that opens to a bed in living room area, and a roll away bed.

LocationFamilyQuiet

Top guest favourite
A charming green cottage is presented, featuring a small front porch with two chairs and potted flowers. Large windows allow natural light to fill the space, while the surrounding landscape includes grassy areas and trees, providing a peaceful rural setting.
Bungalow in Orange
4.99 out of 5 average rating, 502 reviews

Farm Cottage just outside town of Orange.

Charming 1920's cottage on a large farm just outside the town of Orange. Completely renovated and updated. Convenient to vineyards, battlefields, wedding venues and popular tourist destinations. Bucolic setting, very private. Spaces to enjoy the out of doors. Less than 2 miles to in-town wedding venues and Rounton Farm. Less than 4 miles to Inn at Willow Grove. 5 miles to Montpelier. Less than 7 miles to Grelen. 10 miles to Gordonsville. 12 miles to Barboursville. 19 miles to Mineral.

FamilyValueOutdoor spaces

Top guest favourite
Cottage in Orange
4.95 out of 5 average rating, 514 reviews

Private Fenced Yard for Dogs/Horses - 2BR Cottage

2BR Hen and Hound Cottage is located just outside Orange, VA and has a private fenced yard for pets and walk-in access to adjacent James Madison's Montpelier and its many walking trails. In addition, we are minutes away from all of the popular wedding venues in Orange and a short drive to Shenandoah National Park. Our house on Whistle Stop Farm (so named for the train that passes by) is next to the cottage if you need us. Otherwise, the place is yours. Come enjoy some time in country!

ValueLocationShared spaces

Superhost
A modern two-story home features a light grey exterior and black shutters accenting the windows. A welcoming front porch is visible, with white railings and a small lamp. The two-car garage displays a double door, while a neat driveway leads up to the entrance.
Home in Orange
4.95 out of 5 average rating, 44 reviews

Modern Getaway in Orange

Bring the whole family to this amazing home away from home in Orange, VA. Three spacious bedrooms and 2 1/2 luxurious bathrooms complete with an open concept kitchen, living room, office and extra family room. Just off Route 15 near the CVS with easy access to Woodberry Forest. Nearby points of interest include Monticello, Montpelier & many Civil War battlefields. Close to UVA sports/performances/restaurants/shopping. Or, simply relax on the back deck & take in the natural beauty.

ValueFamilyLong stay

Top guest favourite
A modern cabin-style home is nestled among tall trees, showcasing a sleek black exterior. A spacious screened-in porch is visible, supported by a deck with steps leading down to a gravel path. Large windows enhance the connection with the natural surroundings.
Home in Orange
4.97 out of 5 average rating, 198 reviews

Hidden Haven

Hidden Haven is just that! A 600 square foot romantic, private, peaceful, little haven. Hidden in the woods just 6 miles outside of the Town of Orange. Open the garage door in the living area and step out on the 300 square foot screened in porch where you can relax at the firepit under the covered roof. On the porch at Hidden Haven, we like to say, "time wasted is time well spent". The romantic vibe and modern amenities make it a prefect place for a couple's getaway.

LocationFamilyAir conditioning

Top guest favourite
The cottage is set amidst lush greenery, showcasing a charming exterior with a light-colored facade and a metal roof. Adjacent to the porch, two rocking chairs frame the entrance, while neatly trimmed shrubs and vibrant flowers enhance the welcoming atmosphere.
Cottage in Orange
4.94 out of 5 average rating, 101 reviews

Cozy Country Cottage

"Cozy Country Cottage" is a rare find. It's located in a quiet neighborhood surrounded by beautiful farmland. It has a self check-in entrance, parking next to house and an amazing view of sheep grazing in pasture across the road. It's close to wineries, breweries, historic sites such as Mount Pelier, Monticello which is 23 miles, Woodberry Forest School which is 10 mins. away, shopping, hiking and more. Come and enjoy the quite, peaceful country !

LocationValueBack garden

Popular amenities for Orange holiday rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Other great holiday rentals in Orange

Top guest favourite
A single-story brick house is set on a green lawn, framed by a large tree. The home features a sloped roof and several windows, with flower pots placed near the entrance. Shrubs line the front garden, enhancing the outdoor appeal.
Home in Orange
5.0 out of 5 average rating, 79 reviews

The Rapidan Road Retreat

ValueFamilyIndoor spaces

Superhost
Home in Orange
5.0 out of 5 average rating, 5 reviews

Stone Bridge Farm - 4 BR Riverfront House

LocationFamilyIndoor spaces

Top guest favourite
A two-story white farmhouse with a metal roof is set on a grassy landscape. A central pathway leads to a wooden front door framed by two decorative plants. The surrounding fields and trees provide a serene backdrop.
Home in Unionville
5.0 out of 5 average rating, 48 reviews

The Farmhouse At Oak Creek Farm

LocationValueParking

Guest favourite
The exterior of a charming two-story cottage is displayed, featuring a yellow siding and a green metal roof. A stone wall surrounds the well-maintained garden, with manicured grass and trees visible in the background. A screened porch is located at the front of the house.
Home in Orange
4.94 out of 5 average rating, 54 reviews

One of Central Virginia's Finest

FamilyLocationCheck-in

Superhost
An expansive view captures the property nestled among lush greenery along the lake's edge. The home, surrounded by trees, features a spacious lawn that gently slopes toward the water, while the shimmering surface of the lake reflects the surrounding foliage.
Home in Orange
4.97 out of 5 average rating, 29 reviews

Lakefront Villa on Lake Orange VA

LocationFamilyCheck-in

Guest favourite
Home in Orange
4.81 out of 5 average rating, 26 reviews

LakeAnna Waterfront, Dock, Pickleball, Hot Tub,16+

LocationFamilyNearby

Guest favourite
Home in Gordonsville
4.98 out of 5 average rating, 98 reviews

Clifton House | An Equestrian Getaway

FamilyLocationView

Top guest favourite
A charming white house is framed by a vibrant tree with red foliage, set against a clear blue sky. A gravel path leads toward the home, which features a black roof and a welcoming front porch, surrounded by well-maintained grass and shrubs.
Guest house in Gordonsville
5.0 out of 5 average rating, 48 reviews

Guest House at Annandale

FamilyLocationAir conditioning

When is the best time to visit Orange?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price₹21,572₹21,572₹21,572₹21,954₹23,767₹21,572₹17,658₹17,658₹18,613₹20,331₹21,572₹20,426
Avg. temp2°C4°C8°C14°C18°C22°C24°C23°C20°C14°C9°C4°C

Frequently Asked Questions

  • What are the best places to stay in Orange?

    Many visitors choose vacation rentals near historic downtown for easy access to shops, galleries, and local restaurants. Some stays are set on scenic countryside or around vineyards for a peaceful atmosphere.

  • What are the best things to do in Orange with kids?

    Families can explore local parks, interactive museums, and farms where children can meet animals or pick seasonal produce. Walking tours around historic downtown often include stops for treats or hands-on activities.

  • What are some of the best things to do in Orange?

    Explore historic sites, visit local wineries, and browse galleries or antique stores downtown. Many enjoy sampling farm-fresh foods, attending community events, or discovering walking trails in nearby parks.

  • How is the weather in Orange?

    Orange experiences chilly winters around 28-44°F (-2-6°C), warming to 68-84°F (20-29°C) in summer. Rain is possible year-round, so packing for changing weather is advised.

  • When is the best time to visit Orange?

    Late spring and early autumn are often recommended for comfortable temperatures and natural scenery. Summer brings warm weather and seasonal events, while winter tends to be quiet and cool, with temperatures as low as 28°F (-2°C).

  • What are the best places to visit in Orange?

    Montpelier, known for its presidential and African American history interpretation, is frequently suggested. Local art galleries, historic downtown, and surrounding vineyards provide additional ways to explore Orange’s culture and landscape.

  • What are some hiking trails in Orange?

    Orange has local parks with walking paths and wooded trails suitable for relaxed hikes. For more adventurous routes, people often seek trails in nearby hills or nature preserves.

  • What are some family activities we can do in Orange?

    Families enjoy picnicking at parks, picking fruit at nearby orchards, or exploring engaging history exhibits. Seasonal festivals and community markets provide additional activities for all ages.

  • What are some of the best day trip ideas from Orange?

    You can explore nearby wineries, tour local Civil War sites, or visit historic Montpelier, which provides context on its era, including the lives of enslaved people. Outdoor enthusiasts often spend a day hiking or picnicking in the foothills of Central Virginia.

  • Are there any pet friendly accommodations available in Orange?

    Several vacation rentals in Orange welcome pets, especially in countryside settings or near local parks. Always check with your host for specific pet policies and available amenities.

  • What are some local tips for visiting Orange?

    Try to explore both downtown shops and the countryside for a fuller picture of local life. Early risers can enjoy quiet mornings around markets, and reservations at wineries or tasting rooms are frequently suggested during busy periods.

  • What is Orange known for?

    Orange is known for its presidential history, vibrant local art scene, and nearby wineries. Montpelier, a historic estate with interpretation of the era including the lives of enslaved people, is a central site.

  • What are the best hidden gems to explore in Orange?

    Around Orange, you might find family-run orchards, small-batch distilleries, or independent art studios welcoming visitors by appointment. Out-of-the-way trails and roadside farm stands also give a glimpse of local traditions.

  • What are the best foods to try in Orange?

    Seasonal produce from regional farms is featured in many local dishes, alongside traditional Virginia barbecue, fruit preserves, and baked goods. Wine and cider tasting rooms highlight locally grown flavors.

  • What should I bring for a trip to Orange?

    Pack layers, as temperatures can range from around 28°F (-2°C) in winter to 84°F (29°C) in summer. Comfortable shoes are useful for exploring historic sites or country paths, and bringing a rain jacket is helpful year-round.

  • What is the nightlife in Orange like?

    Orange has casual venues mixing local restaurants, relaxed taverns, and occasional live music nights. The scene leans toward laid-back gatherings rather than late-night clubs.

  • What are the most popular events or festivals in Orange?

    Annual celebrations often include fall harvest festivals, summer wine tastings, and downtown art shows. Special events at Montpelier and community fairs are frequently highlighted throughout the year.

  • Are there family friendly vacation rentals in Orange?

    Orange has a variety of family friendly vacation rentals, including homes with extra bedrooms, spacious living areas, and outdoor space. Many hosts provide amenities like kitchens, games, or high chairs to accommodate younger guests.

Destinations to explore