Chester Holiday Rentals
- New Jersey
- ·
- Lake Hopatcong
- 1.01 mi to center
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
- Parsippany
- ·
- Mount Olive
- 2.01 mi to center
- Parking
- Child Friendly
- Security/Safety
- Guest Services
- New Jersey
- ·
- Califon
- 2.45 mi to center
- Balcony/Terrace
- Breakfast
- Parking
- Internet
- New Jersey
- ·
- Lake Hopatcong
- 1.19 mi to center
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
- Parsippany
- ·
- Hopatcong
- 0.41 mi to center
- Hot Tub
- Balcony/Terrace
- View
- Pet Friendly
- Parsippany
- ·
- Chester
- 1.96 mi to center
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
- New Jersey
- ·
- Lake Hopatcong
- 1.78 mi to center
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
- Parsippany
- ·
- Morristown
- 0.45 mi to center
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
- Parsippany
- ·
- Morristown
- 1.25 mi to center
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
Luxury Holiday Rentals in Chester
- Parsippany
- ·
- Morris Plains
- 0.99 mi to center
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
- Parsippany
- ·
- Morristown
- 1.25 mi to center
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
- Parsippany
- ·
- Hopatcong
- 0.53 mi to center
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Ocean View
- New Jersey
- ·
- Brookside
- 1.75 mi to center
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
- New Jersey
- ·
- Lake Hopatcong
- 0.87 mi to center
- Hot Tub
- Fireplace/Heating
- Parking
- Internet
- New Jersey
- ·
- Schooleys Mountain
- 1.55 mi to center
- Hot Tub
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parsippany
- ·
- Hopatcong
- 0.42 mi to center
- Hot Tub
- Balcony/Terrace
- View
- Pet Friendly
- New Jersey
- ·
- Lake Hopatcong
- 0.86 mi to center
- Private Beach
- Hot Tub
- Fireplace/Heating
- Pool
- Parsippany
- ·
- Morris Plains
- 0.63 mi to center
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
Top-Rated Holiday Rentals with a Pool in Chester
- Parsippany
- ·
- Far Hills
- 1.24 mi to center
- Spa
- Pool
- Balcony/Terrace
- Breakfast
- New Jersey
- ·
- Schooleys Mountain
- 2.61 mi to center
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Pet Friendly
- Parsippany
- ·
- Far Hills
- 1.24 mi to center
- Hot Tub
- Spa
- Pool
- Balcony/Terrace
- Somerset
- ·
- Branchburg
- 3.05 mi to center
- Pool
- Balcony/Terrace
- Breakfast
- Kitchen
- Parsippany
- ·
- Budd Lake
- 2.64 mi to center
- Private Pool
- Pool
- Breakfast
- Pet Friendly
- Parsippany
- ·
- Dover
- 1.01 mi to center
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Breakfast
- New Jersey
- ·
- Lyons
- 2.60 mi to center
- Pool
- Balcony/Terrace
- Breakfast
- Kitchen
- Somerset
- ·
- Branchburg
- 3.03 mi to center
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
- New Jersey
- ·
- Mount Tabor
- 1.63 mi to center
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Breakfast
Pet-Friendly Holiday Rentals in Chester
- Parsippany
- ·
- Morristown
- 0.49 mi to center
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
- Parsippany
- ·
- Hackettstown
- 1.63 mi to center
- Hot Tub
- Skiing
- Balcony/Terrace
- View
- Parsippany
- ·
- Stanhope
- 1.00 mi to center
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
- Parsippany
- ·
- Dover
- 0.73 mi to center
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
- Parsippany
- ·
- Hopatcong
- 0.31 mi to center
- Hot Tub
- Pet Friendly
- Parking
- Air Conditioner
- Parsippany
- ·
- Hopatcong
- 0.51 mi to center
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
- Parsippany
- ·
- Hopatcong
- 0.58 mi to center
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
- Parsippany
- ·
- Hopatcong
- 0.36 mi to center
- Pet Friendly
- Kitchen
- Air Conditioner
- Child Friendly
- Parsippany
- ·
- Andover
- 1.87 mi to center
- Spa
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
Large Holiday Rentals and Private Villas in Chester
- New Jersey
- ·
- Pottersville
- 0.79 mi to center
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
- Private Beach
- Oceanfront
- Hot Tub
- Fireplace/Heating
- New Jersey
- ·
- Kenvil
- 1.20 mi to center
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
- New Jersey
- ·
- Lake Hopatcong
- 0.86 mi to center
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parsippany
- ·
- Long Valley
- 0.61 mi to center
- Fireplace/Heating
- View
- Parking
- Air Conditioner
- Parsippany
- ·
- Mendham
- 0.61 mi to center
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Pet Friendly
- New Jersey
- ·
- Kenvil
- 0.84 mi to center
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
- Parsippany
- ·
- Hopatcong
- 0.80 mi to center
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
- Parsippany
- ·
- Hopatcong
- 1.27 mi to center
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
Wheelchair Accessible Holiday Homes in Chester
- Parsippany
- ·
- Morris Plains
- 0.63 mi to center
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
- Parsippany
- ·
- Dover
- 0.92 mi to center
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- Parsippany
- ·
- Morristown
- 0.88 mi to center
- Breakfast
- Kitchen
- Parking
- Air Conditioner
- New Jersey
- ·
- Mount Tabor
- 1.65 mi to center
- Fireplace/Heating
- Breakfast
- Kitchen
- Parking
- Parsippany
- ·
- Liberty Corner
- 0.64 mi to center
- Fireplace/Heating
- Balcony/Terrace
- View
- Kitchen
- New Jersey
- ·
- Mount Tabor
- 1.65 mi to center
- Fireplace/Heating
- Breakfast
- Kitchen
- Parking
- New Jersey
- ·
- Mount Tabor
- 1.65 mi to center
- Fireplace/Heating
- Breakfast
- Kitchen
- Parking
- New Jersey
- ·
- Mount Tabor
- 1.65 mi to center
- Fireplace/Heating
- Breakfast
- Kitchen
- Parking
- New Jersey
- ·
- Mount Tabor
- 1.65 mi to center
- Fireplace/Heating
- Breakfast
- Kitchen
- Parking
Chester Private Villas and Holiday Homes Under $200
- Parsippany
- ·
- Morris Plains
- 0.63 mi to center
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
- Parsippany
- ·
- Basking Ridge
- 1.77 mi to center
- Fireplace/Heating
- Balcony/Terrace
- View
- Parking
- Parsippany
- ·
- Long Valley
- 0.62 mi to center
- Fireplace/Heating
- Balcony/Terrace
- Breakfast
- Kitchen
- Parsippany
- ·
- Morris Plains
- 0.63 mi to center
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
- Parsippany
- ·
- Mount Arlington
- 1.25 mi to center
- Fireplace/Heating
- Parking
- Air Conditioner
- Internet
- Parsippany
- ·
- Morris Plains
- 0.63 mi to center
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
- Parsippany
- ·
- Hopatcong
- 0.50 mi to center
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- New Jersey
- ·
- Lyons
- 0.49 mi to center
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
- New Jersey
- ·
- Mount Tabor
- 0.37 mi to center
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
Instantly Bookable Holiday Homes in Chester
- Parsippany
- ·
- Morristown
- 0.45 mi to center
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
- Parsippany
- ·
- Hopatcong
- 1.19 mi to center
- Hot Tub
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- Parsippany
- ·
- Landing
- 0.27 mi to center
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
- New Jersey
- ·
- Mount Tabor
- 1.65 mi to center
- Fireplace/Heating
- Breakfast
- Kitchen
- Parking
- New Jersey
- ·
- Mount Tabor
- 1.65 mi to center
- Fireplace/Heating
- Breakfast
- Kitchen
- Parking
- Parsippany
- ·
- Morris Plains
- 0.63 mi to center
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
- Parsippany
- ·
- Morris Plains
- 0.63 mi to center
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
- Parsippany
- ·
- Morris Plains
- 0.63 mi to center
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
- Parsippany
- ·
- Morris Plains
- 0.63 mi to center
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
Book a Last Minute Place to Stay in Chester
About Casai's Private Villas and Holiday Rentals in Chester
Discover more than 240 vacation rentals available in Chester. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Chester.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Chester, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Chester. On average, places to stay near Chester offer 460.89 ft², with nightly prices averaging £338.
With Casai, finding and comparing holiday rentals in Chester is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
Top Accommodation Types in Chester
| Type | Count |
|---|---|
| Vacation Homes | 106 |
| Holiday Apartments | 22 |
| Cottages | 16 |
| Villas | 4 |
Use these Quick Filters to Find a Holiday Rental in Chester
★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Chester.
Weather in Chester, NJ
View the weather forecast for Chester before booking your Chester Vacation Rentals to confirm your best time to go.
Top Attractions Around Chester, NJ
Casai offers a large selection of top attractions around Chester . Research things to do on your vacation before you visit Chester.
Other Places to Stay in Chester, NJ
Frequently Asked Questions About Chester?
What are the top holiday rentals in Chester?
With numerous options available in Chester, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Chester:
- Lakeside Style and Luxury
- Beautiful Lakefront Home with Amazing Lake Views. Dog Friendly!
- Relaxing getaway near the largest lake in NJ
- Lakeside Home w/Lake Access, Dock & Water Views!
- Lee's House - Lakeview House w/3 bdrm & 1 bth
- Pickle Farm
- Charming 2-bedroom house on 2 dog friendly landscaped acres in lovely Chester
- Pendry Natirar
- Charming lakehouse on the water, 2 slip dock, full bar on the water
- Game Room & Hot Tub: Family Gem on Lake Hopatcong
How many holiday rentals have private pools in Chester?
Discover a selection of holiday rentals with private pools near Chester with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.
- 3Acre LakeParadise SwimmingPool & Jacuzzi HotTub!
- Homewood Suites by Hilton Dover - Rockaway
- Just Renovated 1 Bedroom Cottage on Bernardsville Mountain
- Courtyard by Marriott Lebanon
Which holiday homes in Chester are best for families?
If you're searching for a family-friendly holiday home in Chester, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Chester:
- Country vicinity & Modern Living
- Spacious Lakefront House With a Private Dock
- 10 Mi to Morristown: Stylish Home Near Trails!
How many Casai.uk holiday rentals are available in Chester?
As of 2026, Casai boasts over 240 properties listed in the Chester area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Chester.









































































