Best Vacation Homes in Chichester
825 ft²
6 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $268/Night
For 7 Nights US $1,879
850.35 ft²
4 Guests
1 Bedroom
1 Bathroom
Free Cancellation
Apartment
- Balcony/Terrace
- Pet Friendly
- Parking
US $122/Night
For 7 Nights US $851
US $161/Night
For 7 Nights US $1,130
6 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Cabin
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $341/Night
For 7 Nights US $2,385
1194.79 ft²
5 Guests
2 Bedrooms
1 Bathroom
House
- Fireplace/Heating
- Balcony/Terrace
- View
US $325/Night
For 7 Nights US $2,275
900 ft²
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $280/Night
For 7 Nights US $1,962
1100 ft²
4 Guests
2 Bedrooms
1 Bathroom
Ocean View
House
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $309/Night
For 7 Nights US $2,164
1000 ft²
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Hot Tub
- Spa
- Fireplace/Heating
US $200/Night
For 7 Nights US $1,403
Chichester Luxury Rentals
4746.88 ft²
16 Guests
8 Bedrooms
5 Bathrooms
Free Cancellation
House
- Fireplace/Heating
- View
- Air Conditioner
US $4,826/Night
For 7 Nights US $33,779
4747 ft²
16 Guests
8 Bedrooms
5 Bathrooms
Family Friendly
House
- Spa
- Fireplace/Heating
- Balcony/Terrace
US $3,773/Night
For 7 Nights US $26,413
22000 ft²
34 Guests
25 Bathrooms
Family Friendly
Resort
- Private Pool
- Hot Tub
- Spa
US $3,329/Night
For 7 Nights US $23,300
678.13 ft²
26 Guests
13 Bedrooms
10 Bathrooms
Free Cancellation
Apartment
- Hot Tub
- View
- Parking
US $2,529/Night
For 7 Nights US $17,705
1453.13 ft²
6 Guests
3 Bedrooms
1 Bathroom
Free Cancellation
House
- Fireplace/Heating
- View
- Pet Friendly
US $931/Night
For 7 Nights US $6,516
1475 ft²
6 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
Cabin
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $793/Night
For 7 Nights US $5,554
1625.35 ft²
9 Guests
5 Bedrooms
2 Bathrooms
House
- Skiing
- Fireplace/Heating
- Balcony/Terrace
US $763/Night
For 7 Nights US $5,341
2290 ft²
6 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Private Pool
- Fireplace/Heating
- Pool
US $762/Night
For 7 Nights US $5,337
Chichester Pet Friendly Vacation Rentals
1033 ft²
5 Guests
2 Bedrooms
1 Bathroom
Ocean View
House
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $261/Night
For 7 Nights US $1,828
5005.22 ft²
12 Guests
6 Bedrooms
3 Bathrooms
Ocean View
House
- Oceanfront
- Spa
- Fireplace/Heating
US $714/Night
For 7 Nights US $5,000
5 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Cottage
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
US $285/Night
For 7 Nights US $1,995
150.69 ft²
6 Guests
3 Bedrooms
2 Bathrooms
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $347/Night
For 7 Nights US $2,429
766 ft²
6 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Cabin
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $126/Night
For 7 Nights US $881
450 ft²
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Cottage
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
US $230/Night
For 7 Nights US $1,607
400 ft²
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
Cottage
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $187/Night
For 7 Nights US $1,307
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $235/Night
For 7 Nights US $1,644
Chichester Large Vacation Homes
2400 ft²
12 Guests
4 Bedrooms
1 Bathroom
Ocean View
House
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $308/Night
For 7 Nights US $2,156
12 Guests
3 Bedrooms
2 Bathrooms
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Ocean View
US $392/Night
For 7 Nights US $2,744
9 Guests
5 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $503/Night
For 7 Nights US $3,521
5000 ft²
12 Guests
6 Bedrooms
2 Bathrooms
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Ocean View
US $664/Night
For 7 Nights US $4,647
1800 ft²
10 Guests
3 Bedrooms
2 Bathrooms
Ocean View
House
- Private Pool
- Fireplace/Heating
- Pool
US $411/Night
For 7 Nights US $2,875
1620 ft²
9 Guests
5 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $468/Night
For 7 Nights US $3,276
3230 ft²
10 Guests
5 Bedrooms
3 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
US $529/Night
For 7 Nights US $3,706
Why Choose Rent By Owner for your Chichester 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 Chichester
When should you plan your Vacation Rentals stay?
Choosing the ideal time to visit here ensures you can fully enjoy the region’s unique charm, making your stay in this destination a memorable and relaxing experience.
Peak Season Highlights
Summer (June to August)
During the summer months, the area experiences its peak season, making it an ideal time to explore the region’s natural beauty and enjoy outdoor activities. Expect warmer temperatures and lively local events that attract visitors from afar.
Average Temperature Daytime: 75°F to 85°F - Nighttime: 55°F to 65°F
Fall (September to November)
Autumn brings vibrant foliage and crisp weather, drawing many travelers seeking picturesque landscapes and seasonal charm. It is a popular time for those looking to enjoy the serene environment at a more relaxed pace.
Average Temperature Daytime: 60°F to 70°F - Nighttime: 40°F to 50°F
Off-Season Highlights
Winter (December to February)
The winter months tend to see fewer visitors, offering a quieter escape in this destination. The colder weather provides a cozy atmosphere, perfect for relaxation and off-season exploration.
Average Temperature Daytime: 30°F to 40°F - Nighttime: 15°F to 25°F
Spring (March to May)
Spring offers a transitional period with milder weather and blooming landscapes, yet it's less crowded compared to the peak seasons. This is an excellent time for those seeking tranquility and nature’s rejuvenation.
Average Temperature Daytime: 50°F to 60°F - Nighttime: 35°F to 45°F
Weekly Weather Forecast for Chichester
How to Book Your Chichester 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 Chichester
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 spacious outdoor seating areas perfect for relaxing and entertaining in the fresh air.
- Take advantage of private gardens or landscaped yards to immerse yourself in the natural surroundings.
- Make use of a fire pit or outdoor fireplace for cozy evenings under the stars.
- Benefit from access to lush lawns suitable for outdoor games and recreational activities.
- Utilize outdoor dining spaces for memorable meals al fresco with scenic views.
- Explore nearby trails, parks, or green spaces that are often accessible from rural vacation rentals here.
- Leverage ample parking or outdoor storage areas designed for your convenience during your stay.
Top Attractions Around Chichester
What attractions are nearby?
In this charming area, you can enjoy a variety of outdoor activities, explore scenic parks, or indulge in local dining experiences that showcase the region's natural beauty and welcoming atmosphere.
Family Activities
- Chichester County Park: Explore this scenic park where you can enjoy family picnics, nature walks, and outdoor activities amidst the natural beauty of the region.
- Hudson River Adventures: Experience kayaking or boat tours along the river that offers stunning views and fun-filled excursions suitable for all ages.
- Local Farms and Markets: Visit nearby farms and farmers markets to introduce your family to fresh local produce and homemade treats in this area.
- Community Events and Festivals: Participate in seasonal festivals and community events that showcase local culture, crafts, and entertainment for the whole family.
Adult Activities
- Hiking and Nature Walks: Explore scenic trails in the nearby area that offer a peaceful escape into nature, perfect for outdoor enthusiasts staying in local vacation rentals.
- Historic Site Tours: Discover the region’s rich history by visiting notable historic sites, providing both educational and cultural experiences right here in this destination.
- Local Wineries and Tasting Rooms: Indulge in wine tasting at nearby wineries, making for a relaxing afternoon while enjoying the flavors of the region.
- Fishing and Boating: Take advantage of nearby lakes and rivers with fishing or boating adventures, ideal for unwinding during your stay in the area’s top vacation rentals.
Chichester Travel Tips
How Can You Make the Most of Your Stay?
- Plan Your Visit During the Off-Peak Seasons: Visiting during less busy times allows you to enjoy the area's natural beauty and local attractions without the crowds, making your stay more relaxing.
- Explore Local Outdoor Activities: Take advantage of the region's scenic parks and outdoor recreational opportunities to immerse yourself in the area's natural landscape and enhance your vacation experience.
- Discover Nearby Dining and Cultural Spots: Sampling local cuisine and experiencing regional culture can enrich your stay while supporting small businesses in the area.
- Book Your Accommodation Early: Securing your preferred vacation rentals in advance ensures a seamless planning process and access to the best properties this destination has to offer.
Transportation Options
- Local Bus Service: You can rely on local bus routes to easily access key areas within the region surrounding your vacation rental.
- Rental Cars: Renting a car provides flexibility and convenience for exploring the scenic sights and attractions near here.
- Taxi Services: Taxis are readily available for quick trips or when you prefer a direct and comfortable ride around the destination.
- Bike Rentals: For a healthy and eco-friendly option, bike rentals allow you to navigate the charming streets of the area at your own pace.
Local Customs Options
- Local Farmers' Markets: You can enjoy browsing the local farmers' markets, where fresh produce and handmade goods reflect the region's agricultural traditions.
- Historical Preservation Practices: Respect for historical sites and architecture plays a key role in the area’s community events and daily life, showcasing its rich heritage.
- Seasonal Festivals: Participating in seasonal festivals allows you to experience the area's unique cultural celebrations rooted in local customs.
- Community Art Initiatives: Supporting community-driven art projects is common here, highlighting the region’s appreciation for creative expression and local talent.
Chichester Vacation Rental Frequently Asked Questions
1. What are the top vacation rentals in Chichester?
There are a lot of options in Chichester. If you plan on staying in the Chichester area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Chichester:
- Sanctuary by the Stream-close to ski centers - 20% discount for April stays
- Relax and Reboot Your Senses!
- Serene Retreat on a Stream with Fire Pit Close to Skiing and Hiking
- The Heart of Phoenicia. Serene. Cozy. Close to all.
- Beautiful large Woodland Valley/Phoenicia post & beam cabin with seasonal stream
- Handcrafted Elegance Close to PHOENICIA
- Romantic sky loft with steam shower and giant tub. Breweries and hiking nearby
- PHOENICIA mid-century cutie by the creek, minutes from Belleayre and Hunter!
- Incredible Lake House with Stunning Mountain Views (swimming lake)
- A Catskill's Hotel Buyout! Branches has 31 beds and sleeps up to 57 guests!
2. Which vacation homes in Chichester are best for families?
If you are looking for a family-friendly vacation home in Chichester, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Chichester:
3. How many Rentbyowner vacation rentals are available in Chichester?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 101 in the Chichester 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 Chichester.
4. What is the cancellation policy for vacation rentals here in Chichester, New York?
Cancellation policies vary depending on the host and listing details. You should review the specific property’s cancellation terms listed on the booking page or contact the owner directly to understand any potential fees or restrictions.
5. How do I verify the details of a vacation rental in this region before booking?
You can find comprehensive information about each property, including amenities and house rules, on its listing page. For additional confirmation, reaching out to the owner ensures you have all the details needed for your stay.
6. Are there any additional fees associated with booking a vacation rental in this part of the area?
Additional fees such as cleaning, service charges, or taxes are typically outlined in the listing. It’s best to check the detailed fee breakdown on the booking page or ask the host directly to avoid surprises.
7. What amenities are usually included with vacation rentals in this destination?
Most listings in this region offer essentials like Wi-Fi, parking, and kitchen facilities. The specific amenities available will be detailed in the property description, so reviewing each listing is recommended.
8. How far in advance should I book my vacation rental in this location during peak season?
It’s advisable to book several months ahead during peak travel times to secure your preferred property. Availability can vary, so early reservations help ensure a seamless planning experience.
Chichester Top Rated Vacation Rentals
5000 ft²
15 Guests
6 Bedrooms
4 Bathrooms
Family Friendly
Other
- Pool
- Balcony/Terrace
- Kitchen
US $516/Night
For 7 Nights US $3,612
6 Guests
3 Bedrooms
3 Bathrooms
Family Friendly
House
- Private Pool
- Pool
- Balcony/Terrace
US $340/Night
For 7 Nights US $2,380
2000 ft²
6 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Spa
- Skiing
- Fireplace/Heating
US $95/Night
For 7 Nights US $665
