Best Vacation Homes in Orange
House
10.0(18 Reviews)
2 Bedrooms
2 Baths
5 Guests
924 ft²
Parking
Balcony/Terrace
Kitchen
Air Conditioner
US $266/Night
7 Nights - US $1,860
House
10.0(2 Reviews)
4 Bedrooms
3 Baths
12 Guests
2109.73 ft²
- Parking
- Balcony/Terrace
- Air Conditioner
Internet
US $399/Night
7 Nights - US $2,792
Hotel
9.2(39 Reviews)
1 Bath
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $136/Night
7 Nights - US $950
Apartment
9.8(44 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $200/Night
7 Nights - US $1,400
House
9.3(18 Reviews)
2 Bedrooms
1 Bath
2 Guests
1345.49 ft²
- Parking
- Balcony/Terrace
View- Internet
US $170/Night
7 Nights - US $1,192
Cottage
9.6(47 Reviews)
2 Bedrooms
1 Bath
6 Guests
818 ft²
- Parking
Ocean View- Balcony/Terrace
- View
US $344/Night
7 Nights - US $2,406
Apartment
9.6(30 Reviews)
2 Bedrooms
1 Bath
5 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $218/Night
7 Nights - US $1,525
US $317/Night
7 Nights - US $2,221
Orange Luxury Rentals
House
10.0(1 Review)
3 Bedrooms
2 Baths
6 Guests
- Air Conditioner
- Internet
Child Friendly
Laundry
US $980/Night
7 Nights - US $6,862
House
10.0(2 Reviews)
3 Bedrooms
2 Baths
10 Guests
1680 ft²
- Parking
- Ocean View
- Balcony/Terrace
- View
US $721/Night
7 Nights - US $5,044
House
7.2(5 Reviews)
5 Bedrooms
3 Baths
11 Guests
2100 ft²
Hot Tub- Parking
- Balcony/Terrace
- Kitchen
US $652/Night
7 Nights - US $4,562
Cabin
10.0(15 Reviews)
3 Bedrooms
1 Bath
6 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $604/Night
7 Nights - US $4,229
House
10.0(11 Reviews)
4 Bedrooms
2 Baths
8 Guests
3600 ft²
- Parking
- Ocean View
- Balcony/Terrace
- View
US $604/Night
7 Nights - US $4,225
House
9.8(44 Reviews)
4 Bedrooms
2 Baths
10 Guests
3000 ft²
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
US $598/Night
7 Nights - US $4,186
Other
10.0(2 Reviews)
3 Bedrooms
2 Baths
6 Guests
- Parking
Pool- Balcony/Terrace
- Kitchen
US $510/Night
7 Nights - US $3,569
House
10.0(12 Reviews)
4 Bedrooms
2 Baths
8 Guests
3200 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $504/Night
7 Nights - US $3,526
Orange Pet Friendly Vacation Rentals
Apartment
1 Bedroom
1 Bath
2 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $177/Night
7 Nights - US $1,238
Apartment
5.5(2 Reviews)
1 Bedroom
1 Bath
2 Guests
904.17 ft²
Oceanfront- Parking
- Ocean View
- View
US $152/Night
7 Nights - US $1,064
Cottage
9.4(3 Reviews)
3 Bedrooms
1 Bath
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $392/Night
7 Nights - US $2,741
House
4 Bedrooms
2 Baths
8 Guests
3196.88 ft²
- Parking
- Balcony/Terrace
- Internet
Pet Friendly
US $429/Night
7 Nights - US $3,005
New
Apartment
10.0(27 Reviews)
1 Bedroom
1 Bath
2 Guests
902 ft²
- Parking
- Ocean View
- View
- Kitchen
US $260/Night
7 Nights - US $1,818
House
10.0(1 Review)
2 Bedrooms
1 Bath
4 Guests
960 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $273/Night
7 Nights - US $1,912
New
Cabin
10.0(1 Review)
1 Bedroom
1 Bath
4 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $197/Night
7 Nights - US $1,376
House
10.0(5 Reviews)
3 Bedrooms
2 Baths
6 Guests
- Kitchen
- Air Conditioner
- Internet
- Pet Friendly
US $494/Night
7 Nights - US $3,460
Orange Large Vacation Homes
Cabin
4 Bedrooms
3 Baths
10 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $127/Night
7 Nights - US $888
Ski Chalet
5 Bedrooms
4 Baths
11 Guests
4400 ft²
- Parking
- Ocean View
- Balcony/Terrace
- View
US $939/Night
7 Nights - US $6,576
Why Choose Rent By Owner for your Orange Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Best Times to Visit Orange
When should you plan your Vacation Rentals stay?
Choosing the right time to vacation here can greatly enhance your experience, as the best seasons in this region often depend on your preferences for weather and local activities, making it important to consider seasonal variations when booking your ideal vacation rental in Orange, Massachusetts.
Peak Season Highlights
Summer (June to August)
During the summer months, this destination experiences warm weather ideal for outdoor activities and exploring the scenic countryside. It's a popular time to visit and enjoy the region's natural beauty.
Average Temperature Daytime: 75-85°F - Nighttime: 55-65°F
Fall (September to November)
The fall season brings vibrant foliage and crisp air, making it an excellent time to immerse yourself in the area's colorful landscapes and peaceful surroundings.
Average Temperature Daytime: 60-70°F - Nighttime: 40-50°F
Off-Season Highlights
Winter (December to February)
In winter, the area offers a quiet retreat with a serene atmosphere, perfect for those seeking tranquility and cozy accommodations away from the crowds.
Average Temperature Daytime: 30-40°F - Nighttime: 15-25°F
Spring (March to May)
Springtime welcomes mild weather and blooming nature, providing a refreshing setting for visitors looking to enjoy the early signs of new growth in the region.
Average Temperature Daytime: 50-60°F - Nighttime: 30-40°F
Weekly Weather Forecast for Orange
How to Book Your Orange Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
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.
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
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 outdoor dining with a patio or deck area to relax and dine al fresco.
- Take advantage of a spacious yard perfect for outdoor activities or family games.
- Make use of a private barbecue grill to host cookouts in the fresh air.
- Relax by an outdoor fire pit, ideal for evening gatherings and roasting marshmallows.
- Benefit from access to scenic walking trails or nature paths nearby, perfect for outdoor exploration.
- Swim or lounge by a private or shared outdoor pool, especially during warmer months.
- Utilize outdoor recreational facilities such as tennis courts or playgrounds available in the area.
Top Attractions Around Orange
What attractions are nearby?
While staying here, you'll find a variety of outdoor activities and local attractions nearby to explore, allowing you to enjoy the natural beauty and cultural charm this destination has to offer within the region.
Family Activities
- Orange Town Forest Trails: Explore scenic hiking and biking trails perfect for family adventures surrounded by the natural beauty of this region.
- Orange Community Park: Enjoy a day outdoors with playgrounds, open fields, and picnic areas that cater to families looking for relaxed, fun-filled activities.
- Orange Historical Center: Discover local history through engaging exhibits and programs designed to educate and entertain visitors of all ages.
- Local Farmers Markets: Experience the vibrant atmosphere while sampling fresh produce and regional treats, ideal for family outings in this area.
Adult Activities
- Exploring local vineyards and wineries: Discover the region's renowned vineyards, where you can indulge in tastings and learn about the area's rich wine-making heritage.
- Hiking and outdoor adventures: Immerse yourself in scenic trails that showcase the natural beauty of this destination’s landscape, perfect for a peaceful day outdoors.
- Visiting historic sites and museums: Gain insights into the area's history by exploring well-preserved landmarks and engaging exhibits that tell the story of the region.
- Enjoying farm-to-table dining experiences: Savor fresh, locally sourced cuisine at the region’s acclaimed restaurants, offering a taste of the area's culinary traditions.
Other Places to Stay in Orange, MA
Millers River
Orange Travel Tips
How Can You Make the Most of Your Stay?
- Explore Outdoor Activities: Take advantage of the region’s scenic natural landscapes by enjoying outdoor pursuits like hiking, biking, or fishing directly from your vacation rental here.
- Visit Local Markets and Eateries: Immerse yourself in the area's local culture by sampling fresh produce and regional specialties at nearby markets and dining spots.
- Plan Your Arrival and Departure Times: Coordinate your schedule to avoid peak travel hours and make check-in and check-out smooth when staying at your chosen vacation rentals.
- Leverage Nearby Attractions and Events: Check out seasonal festivals and community events in this destination to enhance your stay and experience the local vibe.
Transportation Options
- Orange Area Transit: Offers convenient local bus services that help you explore this charming region with ease.
- Driving Your Vehicle: Renting a car provides the flexibility to visit nearby attractions and enjoy the scenic countryside at your own pace.
- Taxi and Ride-Sharing Services: Available in the area for quick, reliable transportation directly to your vacation rental or local destinations.
- Amtrak Train Station: Located nearby, this option connects you to major cities, making it ideal for travelers arriving from afar seeking comfort and efficiency.
Local Customs Options
- Local Harvest Celebrations: Participating in seasonal harvest festivals offers you a glimpse into the area's rich agricultural traditions during your stay.
- Farmers' Market Etiquette: Visiting local farmers' markets allows you to experience the region's fresh produce culture while adhering to community customs.
- Community Heritage Events: Engaging in regional heritage days provides an authentic connection to the area's history and local identity.
- Traditional Craft Practices: Observing or participating in craft workshops highlights the region’s longstanding artisanal skills and cultural pride.
Orange Vacation Rental Frequently Asked Questions
1. What are the top vacation rentals in Orange?
There are a lot of options in Orange. If you plan on staying in the Orange area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Orange:
- Lakefront Orange Vacation Rental - Pet Friendly!
- Secluded waterfront 2-bedroom/2 bath on private 152 acre Sportsman's Pond.
- Cozy, Rustic Summer Cabin on Clean Lake
- Historic Home w/Modern Updates on < 4 Acres
- The Mountain House- country family home on top of Pisgah Mountain
- 3br Lakefront Oasis in Shutesbury with central air and 180-deg views!
- Wild Blueberry Farmhouse: Your Fall Escape!
- Spacious Accessible Waterfront Retreat
- Luxurious Lakefront 3-bedroom house in Fitzwilliam on Laurel Lake
- Private 3br & basement 3bth near Trail golf & Lake
2. Which vacation homes in Orange are best for families?
If you are looking for a family-friendly vacation home in Orange, 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:
3. How many Rentbyowner vacation rentals are available in Orange?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 54 in the Orange 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.
4. What is the cancellation policy for vacation rentals in this area?
The cancellation policy varies by property. You should review the specific listing details or contact the owner directly to understand the terms and any potential fees involved.
5. How do I secure my booking at a vacation rental here?
Booking procedures are outlined on the listing page, and often require you to complete an online reservation with a deposit or full payment. Confirm all details with the property owner if needed before finalizing your reservation.
6. Are there any additional fees to expect when booking a vacation rental in this region?
Additional fees such as cleaning, service charges, or taxes may apply and are specified in the listing. Always read the detailed description or ask the owner for clarity on any extra costs.
7. What amenities and features can I expect at vacation rentals in this destination?
Amenities vary by property but often include essentials like Wi-Fi, parking, and kitchen facilities. Check each listing for a comprehensive list of available features to ensure they meet your needs.
8. Is it possible to modify or cancel my reservation once booked?
Modifications and cancellations depend on the individual property's policies. Review the cancellation and change policies listed on the property page or contact the owner directly to discuss your options.
Orange Top Rated Vacation Rentals
House
10.0(1 Review)
2 Bedrooms
2 Baths
5 Guests
924 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $331/Night
7 Nights - US $2,315
House
9.6(24 Reviews)
3 Bedrooms
2 Baths
6 Guests
1200 ft²
Breakfast- Parking
- Pool
Lake View
US $273/Night
7 Nights - US $1,911
