Best Vacation Homes in Orange
Apartment
10.0(2 Reviews)
2 Bedrooms
1 Bath
4 Guests
Kitchen
Parking
Internet
Child Friendly
US $210/Night
7 Nights - US $1,468
Apartment
10.0(12 Reviews)
2 Bedrooms
1 Bath
4 Guests
764.24 ft²
Fireplace/Heating
Balcony/Terrace- Parking
Air Conditioner
US $394/Night
7 Nights - US $2,760
US $232/Night
7 Nights - US $1,625
House
10.0(1 Review)
2 Bedrooms
1 Bath
5 Guests
- Fireplace/Heating
Ocean View- Balcony/Terrace
View
US $276/Night
7 Nights - US $1,932
Apartment
10.0(9 Reviews)
2 Bedrooms
2 Baths
4 Guests
2098.96 ft²
Private Beach
Oceanfront- Ocean View
- View
US $703/Night
7 Nights - US $4,921
Apartment
10.0(1 Review)
3 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $265/Night
7 Nights - US $1,857
Cottage
9.8(12 Reviews)
3 Bedrooms
2 Baths
8 Guests
- Fireplace/Heating
- Ocean View
- View
- Kitchen
US $713/Night
7 Nights - US $4,991
Apartment
9.4(3 Reviews)
4 Bedrooms
2 Baths
6 Guests
2030 ft²
- Fireplace/Heating
- Air Conditioner
- Child Friendly
Laundry
US $299/Night
7 Nights - US $2,090
Orange Luxury Rentals
Villa
10.0(11 Reviews)
5 Bedrooms
5 Baths
10 Guests
Private Pool
Pool- Balcony/Terrace
Pet Friendly
US $1,520/Night
7 Nights - US $10,639
Apartment
1.0(1 Review)
3 Bedrooms
2 Baths
8 Guests
86.11 ft²
- Pet Friendly
- Air Conditioner
- Internet
- Child Friendly
US $1,500/Night
7 Nights - US $10,500
House
10.0(2 Reviews)
7 Bedrooms
4 Baths
14 Guests
3000 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $1,453/Night
7 Nights - US $10,168
House
10.0(39 Reviews)
4 Bedrooms
3 Baths
12 Guests
2600 ft²
Hot Tub- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $1,395/Night
7 Nights - US $9,764
House
10.0(21 Reviews)
6 Bedrooms
4 Baths
10 Guests
5000 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $1,227/Night
7 Nights - US $8,587
House
10.0(144 Reviews)
6 Bedrooms
3 Baths
12 Guests
3500 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $1,146/Night
7 Nights - US $8,025
House
10.0(20 Reviews)
2 Bedrooms
1 Bath
5 Guests
1700 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $1,060/Night
7 Nights - US $7,417
House
10.0(16 Reviews)
5 Bedrooms
1 Bath
12 Guests
1600 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $978/Night
7 Nights - US $6,843
Orange Pet Friendly Vacation Rentals
Apartment
10.0(7 Reviews)
1 Bedroom
1 Bath
3 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $223/Night
7 Nights - US $1,561
Apartment
10.0(3 Reviews)
1 Bedroom
1 Bath
5 Guests
904.17 ft²
- Pet Friendly
- Parking
- Air Conditioner
- Internet
US $241/Night
7 Nights - US $1,688
Hotel
6.0(1290 Reviews)
1 Bath
- Balcony/Terrace
Breakfast- Pet Friendly
- Kitchen
US $143/Night
7 Nights - US $1,000
House
10.0(3 Reviews)
2 Bedrooms
1 Bath
5 Guests
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $422/Night
7 Nights - US $2,952
Villa
10.0(1 Review)
4 Bedrooms
2 Baths
14 Guests
1216.32 ft²
- Fireplace/Heating
- Balcony/Terrace
- View
- Pet Friendly
US $909/Night
7 Nights - US $6,363
House
10.0(3 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Air Conditioner
US $388/Night
7 Nights - US $2,717
Apartment
10.0(3 Reviews)
2 Bedrooms
1 Bath
4 Guests
800 ft²
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
US $137/Night
7 Nights - US $957
Apartment
10.0(3 Reviews)
1 Bedroom
1 Bath
3 Guests
- Oceanfront
- Fireplace/Heating
- Ocean View
- View
US $130/Night
7 Nights - US $907
Orange Large Vacation Homes
House
10.0(58 Reviews)
4 Bedrooms
2 Baths
10 Guests
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $777/Night
7 Nights - US $5,436
Apartment
9.7(3 Reviews)
5 Bedrooms
3 Baths
15 Guests
952.61 ft²
- Pet Friendly
- Parking
- Internet
- Child Friendly
US $461/Night
7 Nights - US $3,224
House
10.0(28 Reviews)
5 Bedrooms
3 Baths
11 Guests
2450 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $762/Night
7 Nights - US $5,333
Apartment
9.0(85 Reviews)
10 Bedrooms
2 Baths
8 Guests
753.47 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $394/Night
7 Nights - US $2,759
House
10.0(27 Reviews)
5 Bedrooms
2 Baths
10 Guests
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $932/Night
7 Nights - US $6,525
House
10.0(19 Reviews)
4 Bedrooms
3 Baths
10 Guests
2293 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $585/Night
7 Nights - US $4,092
House
10.0(12 Reviews)
5 Bedrooms
3 Baths
12 Guests
3461 ft²
- Hot Tub
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $945/Night
7 Nights - US $6,613
House
10.0(5 Reviews)
5 Bedrooms
2 Baths
8 Guests
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $968/Night
7 Nights - US $6,779
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.
Popular Areas for Orange Vacation Rentals
Where are the best neighborhoods to stay in Orange?
When choosing a neighborhood to stay in Orange, Connecticut, you'll find charming areas that offer a perfect blend of local comfort and convenient access to nearby attractions. Whether you prefer a quiet residential community or a more lively district, each neighborhood provides a unique atmosphere suited to your vacation needs. Staying in this picturesque town ensures you'll experience the authentic charm of Connecticut while enjoying the ease of exploring surrounding regions. With reliable vacation rentals available, your stay in Orange promises to be both comfortable and memorable.
West New Haven
This neighborhood offers convenient access to the vibrant city of New Haven while providing a tranquil setting for your stay in the region. Enjoy exploring local amenities and serene surroundings when choosing your vacation rental here.
View 51+ Rentals in West New HavenBest Times to Visit Orange
When should you plan your Vacation Rentals stay?
Choosing the optimal time to visit here can enhance your experience, as seasonal variations in this region influence weather and local activities, helping you select the perfect period for your stay in Orange, Connecticut.
Peak Season Highlights
Late Spring to Early Summer (May to June)
During this period, you can enjoy pleasant weather and longer daylight hours, ideal for exploring the area's natural beauty and local attractions.
Average Temperature Daytime: 70-80°F - Nighttime: 50-60°F
Early Fall (September to October)
This season offers comfortable temperatures and fewer crowds, making it a perfect time to experience the region's tranquility and scenic views.
Average Temperature Daytime: 65-75°F - Nighttime: 45-55°F
Off-Season Highlights
Winter (December to February)
You might find quieter accommodations during this time, with cooler temperatures that are suitable for cozy indoor activities or enjoying the peaceful surroundings.
Average Temperature Daytime: 30-40°F - Nighttime: 20-30°F
Late Fall (November)
As the foliage fades, this off-peak period provides a calm atmosphere and opportunities for budget-friendly stays before the holiday season begins.
Average Temperature Daytime: 50-60°F - Nighttime: 35-45°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.
Explore and book the perfect rental in Orange
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 private patio or BBQ area to make the most of warm weather.
- Relax in a spacious backyard, perfect for outdoor activities or simply unwinding amid nature.
- Take advantage of scenic walking trails or bike paths nearby for exploring the region's natural beauty.
- Make use of an inviting swimming pool to stay cool during the warmer months.
- Benefit from lush landscaped gardens that provide privacy and a peaceful outdoor environment.
- Utilize a fire pit or outdoor fireplace for cozy evenings under the stars.
- Access outdoor recreational facilities such as tennis courts, golf courses, or playgrounds often available in the area.
Top Attractions Around Orange
What attractions are nearby?
Within this charming area, you can enjoy a variety of outdoor activities, explore local parks, or discover cultural attractions that make your stay in Orange, Connecticut, truly memorable.
Family Activities
- Orange Town Green: Enjoy a family picnic or casual stroll at this historic town green, perfect for experiencing local community events and outdoor relaxation.
- Pleasant Valley Golf Club: Spend a fun-filled day on the fairways at this nearby golf club, offering family-friendly courses suitable for all skill levels.
- Quinnipiac River State Park: Explore scenic trails, paddle along the river, or have a memorable outdoor adventure in this natural park nestled within the region.
- Woodbridge Center Play Area: Let the kids unwind at this local play area featuring safe and engaging equipment, making it an ideal spot for family fun close to your vacation rental.
Adult Activities
- Golfing at the Farmington Valley Golf Course: Experience a relaxing round of golf on scenic fairways nestled within the region, offering a perfect way to unwind amidst natural beauty.
- Exploring the Orange Community Farm: Discover local agriculture and enjoy farm-to-table experiences that showcase the area's rich rural heritage.
- Visiting the Mystic Seaport Museum: Gain insight into maritime history at this engaging museum, which highlights the region's connection to the sea and shipbuilding traditions.
- Hiking along the Sleeping Giant State Park Trails: Enjoy outdoor adventures with scenic hikes through lush woodlands, providing stunning views and fresh air in this popular destination for nature lovers.
Other Places to Stay in Orange, CT
Grassy Hill Country Club
PEZ Visitor Center
Orange Travel Tips
How Can You Make the Most of Your Stay?
- Explore local outdoor attractions: Take advantage of the area's scenic parks and nature trails to enjoy a relaxing day immersed in the natural beauty here.
- Discover regional dining options: Sample the diverse cuisine accessible from your vacation rental, ensuring you experience the flavors that define this destination.
- Plan your activities around the seasons: Align your stay with seasonal events and outdoor activities to make the most of what the region offers year-round.
- Choose a well-located vacation rental: Select a property that provides easy access to key sites and transportation routes for a convenient and enjoyable visit here.
Transportation Options
- Metro-North Railroad: This commuter train service connects the area to New York City and other parts of Connecticut, offering a convenient transportation option for day trips and commuting.
- Local Bus Services: Various bus providers operate within the region, providing economical and accessible transportation around this destination and its surrounding communities.
- Car Rentals: Renting a car is a flexible way to explore here at your own pace, with several rental agencies available nearby for easy access to the region’s attractions.
- Taxis and Rideshare Services: Taxis and popular rideshare options like Uber and Lyft are readily available, offering quick and reliable transport throughout the area and to nearby destinations.
Local Customs Options
- Local Seafood Dining Etiquette: Embrace the area's maritime heritage by enjoying fresh seafood dishes, while observing local dining customs that highlight community and tradition.
- Historical Greetings: When visiting here, it's customary to greet locals with a friendly handshake, reflecting the region's welcoming and neighborly spirit.
- Community Celebrations: Participating in seasonal festivals and events is a cherished tradition that allows visitors to connect with the area's rich cultural heritage.
- Respect for Nature: The region values environmental preservation, so respecting local parks and natural sites is an important custom during your stay.
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:
- Beach Front Arts & Crafts House With Gorgeous Views Of The Sound
- Penthouse Apartment at Yale University.
- Beautiful, Spacious, Beachfront Home - Perfect for Entertaining Family & Friends
- Beachfront Home- Quiet, On The Water In Milford Connecticut
- Beachfront 3-bedroom vacation home just 14 minutes from Yale University
- Ocean Front Beach House with Private Beach Access
- Beachfront house on Long Island Sound
- Beautiful Completely Renovated 3 Bed 2 Bath Non-Smoking Home with Water Views
- Huge Family House with Pool/Walk to Beach
- Stylish luxury in New Haven, CT
2. How many vacation rentals have private pools in Orange?
There are 10 vacation rentals with private pools near Orange. Top-rated RBO homes that have access to a swimming pool include:
3. 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:
4. How many Rentbyowner vacation rentals are available in Orange?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 718 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.
5. What is the cancellation policy for vacation rentals in Orange, Connecticut?
The cancellation policy varies by property; you should review the specific listing details or contact the owner directly to understand the terms and any applicable fees.
6. How do I find pet-friendly vacation rentals in this destination?
Pet-friendly options are available in the area. Be sure to check the property description for pet policies and reach out to the host if you have specific requests or questions.
7. Are there any additional fees I should be aware of when booking in the region?
Additional fees such as cleaning charges, security deposits, or service fees are listed with each property. Always review the listing details thoroughly or contact the owner for clarification.
8. Can I request special amenities or accommodations during my stay?
Many hosts are willing to accommodate special requests. Contact the property owner prior to booking to confirm availability of desired amenities or accommodations.
9. What is the process for confirming my reservation in this area?
Reservations are confirmed once you complete the booking process and receive a confirmation from the host. For any questions or special instructions, reach out to the property owner directly.
Orange Top Rated Vacation Rentals
Hotel
8.7(338 Reviews)
1 Bath
301.39 ft²
- Pool
- Breakfast
- Parking
- Air Conditioner
US $220/Night
7 Nights - US $1,540
Hotel
8.6(1003 Reviews)
1 Bath
- Fireplace/Heating
- Pool
- Breakfast
- Kitchen
US $155/Night
7 Nights - US $1,088
House
8.6(7 Reviews)
3 Bedrooms
1 Bath
6 Guests
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $204/Night
7 Nights - US $1,426
Hotel
8.5(389 Reviews)
6 Baths
403.65 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Pet Friendly
US $131/Night
7 Nights - US $917
Hotel
8.4(1002 Reviews)
1 Bath
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Breakfast
US $126/Night
7 Nights - US $883
Hotel
8.4(704 Reviews)
1 Bath
456.39 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Pet Friendly
US $283/Night
7 Nights - US $1,978
Hotel
8.4(52 Reviews)
2 Baths
513.59 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $164/Night
7 Nights - US $1,146
Hotel
7.9(87 Reviews)
1 Bath
367.05 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $131/Night
7 Nights - US $916
