Discover Your Perfect Orange County Vacation Homes

Best Vacation Homes in Orange County

New
2 Guests 1 Bedroom 1 Bathroom
Couples Retreat Bed & Breakfast
  • Fireplace/Heating
  • Air Conditioner
  • Internet
US $778/Night For 7 Nights US $5,449
10.0
Exceptional
(2 Reviews)
4197.92 ft² 14 Guests 5 Bedrooms 4 Bathrooms
House
  • Fireplace/Heating
  • Parking
  • Internet
US $715/Night For 7 Nights US $5,005
9.0
Exceptional
(205 Reviews)
1 Bedroom 1 Bathroom
Family Friendly Resort
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
US $239/Night For 7 Nights US $1,671
New
2 Guests 1 Bedroom 1 Bathroom
Couples Retreat Bed & Breakfast
  • Fireplace/Heating
  • Air Conditioner
  • Internet
US $364/Night For 7 Nights US $2,548
9.0
Exceptional
(2 Reviews)
3735.08 ft² 6 Guests 4 Bedrooms 3 Bathrooms
House
  • Fireplace/Heating
  • View
  • Parking
US $452/Night For 7 Nights US $3,164
New
2 Guests 1 Bedroom 1 Bathroom
Couples Retreat Bed & Breakfast
  • Fireplace/Heating
  • Air Conditioner
  • Internet
US $262/Night For 7 Nights US $1,834
New
4 Guests 1 Bedroom 1 Bathroom
Couples Retreat Apartment
  • Fireplace/Heating
  • Pet Friendly
  • Air Conditioner
US $164/Night For 7 Nights US $1,149
10.0
Exceptional
(72 Reviews)
8 Guests 4 Bedrooms 2 Bathrooms
Ocean View House
  • Fireplace/Heating
  • Ocean View
  • Balcony/Terrace
US $783/Night For 7 Nights US $5,480

Orange County Luxury Rentals

9.8
Exceptional
(13 Reviews)
6000 ft² 16 Guests 9 Bedrooms 4 Bathrooms
Ocean View House
  • Hot Tub
  • Fireplace/Heating
  • Ocean View
US $1,830/Night For 7 Nights US $12,813
New
25 Guests 10 Bedrooms 4 Bathrooms
Family Friendly Other
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
US $1,480/Night For 7 Nights US $10,360
New
13 Guests 6 Bedrooms 2 Bathrooms
Family Friendly Other
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
US $1,000/Night For 7 Nights US $7,001
10.0
Exceptional
(3 Reviews)
3800 ft² 10 Guests 5 Bedrooms 4 Bathrooms
Ocean View Other
  • Fireplace/Heating
  • Pool
  • Ocean View
US $910/Night For 7 Nights US $6,370
10.0
Exceptional
(2 Reviews)
12 Guests 6 Bedrooms 5 Bathrooms
Family Friendly House
  • Hot Tub
  • Spa
  • Fireplace/Heating
US $850/Night For 7 Nights US $5,951
New
441.32 ft² 2 Guests 1 Bedroom 1 Bathroom
Apartment
  • Fireplace/Heating
  • Parking
  • Air Conditioner
US $783/Night For 7 Nights US $5,481
10.0
Exceptional
(51 Reviews)
2400 ft² 8 Guests 4 Bedrooms 2 Bathrooms
Ocean View House
  • Fireplace/Heating
  • Ocean View
  • Balcony/Terrace
US $756/Night For 7 Nights US $5,292
New
10 Guests 4 Bedrooms 4 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
US $754/Night For 7 Nights US $5,277

Orange County Pet Friendly Vacation Rentals

10.0
Exceptional
(56 Reviews)
850 ft² 5 Guests 1 Bedroom 1 Bathroom
Ocean View Apartment
  • Fireplace/Heating
  • Pool
  • Ocean View
US $202/Night For 7 Nights US $1,411
10.0
Exceptional
(36 Reviews)
3600 ft² 8 Guests 4 Bedrooms 2 Bathrooms
Ocean View House
  • Fireplace/Heating
  • Ocean View
  • Balcony/Terrace
US $434/Night For 7 Nights US $3,038
10.0
Exceptional
(36 Reviews)
220 ft² 3 Guests 1 Bedroom 1 Bathroom
Family Friendly Cottage
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $157/Night For 7 Nights US $1,099
10.0
Exceptional
(27 Reviews)
1000 ft² 5 Guests 2 Bedrooms 1 Bathroom
Ocean View House
  • Fireplace/Heating
  • Ocean View
  • Balcony/Terrace
US $275/Night For 7 Nights US $1,927
10.0
Exceptional
(23 Reviews)
250 ft² 4 Guests 1 Bedroom 1 Bathroom
Family Friendly Cottage
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $150/Night For 7 Nights US $1,047
10.0
Exceptional
(21 Reviews)
3200 ft² 10 Guests 6 Bedrooms 3 Bathrooms
Ocean View House
  • Hot Tub
  • Fireplace/Heating
  • Ocean View
US $495/Night For 7 Nights US $3,463
10.0
Exceptional
(7 Reviews)
1250 ft² 8 Guests 2 Bedrooms 2 Bathrooms
Family Friendly House
  • Hot Tub
  • Fireplace/Heating
  • Balcony/Terrace
US $273/Night For 7 Nights US $1,908
10.0
Exceptional
(4 Reviews)
900 ft² 2 Guests 1 Bedroom 1 Bathroom
Family Friendly Cabin
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $170/Night For 7 Nights US $1,190

Orange County Large Vacation Homes

10.0
Exceptional
(3 Reviews)
4200 ft² 14 Guests 5 Bedrooms 3 Bathrooms
Family Friendly Cabin
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
US $631/Night For 7 Nights US $4,417
10.0
Exceptional
(3 Reviews)
9000 ft² 12 Guests 5 Bedrooms 2 Bathrooms
Ocean View House
  • Fireplace/Heating
  • Ocean View
  • Balcony/Terrace
US $451/Night For 7 Nights US $3,158
10.0
Exceptional
(2 Reviews)
10 Guests 3 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $268/Night For 7 Nights US $1,876
10.0
Exceptional
(1 Review)
7 Guests 5 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Pet Friendly
  • Kitchen
US $472/Night For 7 Nights US $3,306
9.8
Exceptional
(61 Reviews)
2200 ft² 10 Guests 4 Bedrooms 2 Bathrooms
Ocean View House
  • Fireplace/Heating
  • Ocean View
  • Balcony/Terrace
US $206/Night For 7 Nights US $1,443
9.4
Exceptional
(46 Reviews)
2888 ft² 12 Guests 3 Bedrooms 2 Bathrooms
Family Friendly Other
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
US $563/Night For 7 Nights US $3,944
10.0
Exceptional
(9 Reviews)
12 Guests 6 Bedrooms 3 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Kitchen
  • Parking
US $687/Night For 7 Nights US $4,812
10.0
Exceptional
(4 Reviews)
10 Guests 4 Bedrooms 1 Bathroom
Ocean View House
  • Fireplace/Heating
  • Ocean View
  • Balcony/Terrace
US $200/Night For 7 Nights US $1,400

Why Choose Rent By Owner for your Orange County Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Orange County

When should you plan your Vacation Rentals stay?

Choosing the optimal time to visit ensures you can enjoy all that this destination has to offer, allowing you to experience the region's natural beauty and local charm at its best.

Peak Season Highlights

summer
Summer (June to August)

During the summer months, this area experiences warm weather and longer daylight hours, making it an ideal time for outdoor activities and exploring scenic landscapes.

Average Temperature Daytime: 75°F to 85°F - Nighttime: 55°F to 65°F
autumn
Fall (September to November)

In early fall, the region showcases vibrant foliage, attracting visitors seeking picturesque views and outdoor adventures before winter sets in.

Average Temperature Daytime: 60°F to 70°F - Nighttime: 40°F to 50°F

Off-Season Highlights

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Winter (December to February)

The colder months bring a quiet charm to the destination, perfect for cozy stays and winter sports enthusiasts looking for serene surroundings.

Average Temperature Daytime: 20°F to 35°F - Nighttime: 10°F to 20°F
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Spring (March to May)

As nature awakens, fewer visitors explore this region, offering a peaceful experience with blooming flora and milder weather.

Average Temperature Daytime: 45°F to 55°F - Nighttime: 30°F to 40°F

Weekly Weather Forecast for Orange County

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy spacious outdoor areas with private gardens or yards to relax and unwind.
  • Take advantage of outdoor dining setups, perfect for savoring meals amid scenic surroundings.
  • Benefit from access to well-maintained patios or decks ideal for social gatherings or quiet mornings.
  • Explore the region’s natural beauty through hiking trails or pathways directly accessible from your rental.
  • Make use of outdoor fire pits or fireplaces for cozy evenings under the stars.
  • Utilize outdoor recreational equipment such as bikes or kayaks to explore nearby lakes and forests.
  • Relax by scenic viewpoints or overlooking decks that showcase the picturesque landscape of this destination.
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Family Activities

  • Visit Mount Pisgah State Park: Enjoy family-friendly hiking and picnicking amidst scenic views that showcase the natural beauty of the area.
  • Explore local farms and farmers' markets: Experience fresh Vermont produce and family-oriented activities that highlight the region's agricultural charm.
  • Discover nearby lakes and ponds: Engage in swimming, fishing, and paddleboarding in tranquil water settings perfect for a family day out.
  • Attend community festivals and events: Participate in seasonal celebrations and local gatherings that foster fun and connection for visitors staying in these vacation rentals.
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Adult Activities

  • Hiking and Nature Trails: Explore the scenic trails that wind through the region, offering breathtaking views and a peaceful escape into nature.
  • Fishing and Boating: Enjoy a relaxing day on the water by fishing or taking a boat out on local lakes and rivers, perfect for unwinding in this tranquil destination.
  • Golfing: Play a round at some of the region's well-maintained golf courses, providing both challenge and scenic beauty for enthusiasts.
  • Visit Local Art Galleries: Discover the area's vibrant arts scene by viewing unique works from regional artists, adding cultural enrichment to your stay.

Orange County Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Outdoor Activities: Take advantage of the region’s natural beauty by exploring outdoor pursuits such as hiking, biking, or kayaking to experience the area's scenic landscapes firsthand.
  • Visit Seasonal Events and Festivals: Check the local calendar for seasonal events that showcase the area’s culture and community spirit, adding a memorable touch to your stay.
  • Plan Your Arrival During Off-Peak Times: Consider visiting during the shoulder seasons to enjoy quieter attractions, better availability in vacation rentals, and a more relaxed atmosphere.
  • Enhance Your Stay with Local Cuisine: Savor regional flavors by dining at local eateries or preparing meals with fresh, local ingredients in your vacation rental’s fully equipped kitchen.

Transportation Options

  • Orange County Transit Service: This regional bus service offers convenient transportation around the area, making it easy for you to explore without a car.
  • Rental Car Services: Major rental car companies are available nearby, providing flexible options to navigate the region at your own pace.
  • Taxi and Ride-Sharing: Taxis and ride-sharing apps like Uber or Lyft can quickly get you to local destinations within this part of Vermont.
  • Bike Rentals: The area features bike rental options for an eco-friendly and scenic way to experience the local landscape of here.

Local Customs Options

  • Community Gatherings: Participating in local events and seasonal festivals showcases the region's close-knit community spirit here in Orange County, Vermont.
  • Respect for Nature: Emphasizing conservation and sustainable practices is a valued tradition that visitors should observe to honor the area's scenic landscapes.
  • Local Artisanship: Supporting regional artisans by purchasing handcrafted goods at markets helps preserve the area's rich cultural heritage.
  • Traditional Culinary Customs: Enjoying farm-to-table dining experiences reflects the region’s commitment to locally sourced ingredients and culinary authenticity.

Frequently Asked Questions About Orange County?

2. Which vacation homes in Orange County are best for families?

If you are looking for a family-friendly vacation home in Orange County, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Orange County:

3. How many Rentbyowner vacation rentals are available in Orange County?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 110 in the Orange County area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Orange County. 

4. What is the cancellation policy for vacation rentals in this area?

Each property has its own cancellation policy, which you can review on the listing page. It's recommended to read the specific terms carefully before booking and contact the owner directly if you have any questions.

5. How do I confirm my booking for a vacation rental here?

Booking confirmation typically occurs after your payment is processed. You'll receive an email with all the necessary details, and some properties may require additional verification. Be sure to check your inbox and contact the host if needed.

6. Are there any hidden fees or additional costs for staying in this destination's rentals?

Additional fees such as cleaning charges or service fees are usually noted during the booking process. Always review the total price before confirming to ensure transparency about any extra costs.

7. What amenities are included in the vacation rentals in this region?

Amenities vary by property but often include essentials like Wi-Fi, kitchen facilities, and parking. To find accommodations with specific amenities, use the filter options on the listing page or contact the property owner for more details.

8. Is there a minimum stay requirement for booking here?

Minimum stay requirements depend on the property and season. You can find this information in the listing details or inquire directly with the host to confirm availability for your preferred dates.

Orange County Top Rated Vacation Rentals

10.0
Exceptional
(7 Reviews)
1200 ft² 8 Guests 2 Bedrooms 3 Bathrooms
Family Friendly Other
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
US $352/Night For 7 Nights US $2,466
9.6
Exceptional
(20 Reviews)
1500 ft² 6 Guests 2 Bedrooms 2 Bathrooms
Family Friendly Other
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
US $247/Night For 7 Nights US $1,732
9.4
Exceptional
(13 Reviews)
1250 ft² 7 Guests 2 Bedrooms 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
US $138/Night For 7 Nights US $963
8.6
Fabulous
(6 Reviews)
4 Guests 1 Bedroom 1 Bathroom
Family Friendly Ski Chalet
  • Hot Tub
  • Spa
  • Fireplace/Heating
US $190/Night For 7 Nights US $1,330
6.0
Good
(1 Review)
2500 ft² 8 Guests 2 Bedrooms 2 Bathrooms
Family Friendly Ski Chalet
  • Hot Tub
  • Spa
  • Fireplace/Heating
US $337/Night For 7 Nights US $2,359
New
1500 ft² 4 Guests 1 Bedroom 2 Bathrooms
Family Friendly Other
  • Hot Tub
  • Fireplace/Heating
  • Pool
US $952/Night For 7 Nights US $6,664
New
500 ft² 4 Guests 1 Bedroom 1 Bathroom
Ocean View Other
  • Fireplace/Heating
  • Pool
  • Ocean View
US $442/Night For 7 Nights US $3,097