Chester Vacation Rentals & Ski-in/Ski-out Homes
Cottage
- New Jersey
- ·
- Pluckemin
- 0.65 mi to center
10.0Exceptional
(8 Reviews)
2 Bedrooms
1 Bath
4 Guests
Parking
Balcony/Terrace
Kitchen
Air Conditioner
US $305/Night
7 Nights - US $2,137
House
- Parsippany
- ·
- Mount Olive
- 2.01 mi to center
10.0Exceptional
(2 Reviews)
8 Bedrooms
5 Baths
21 Guests
611.39 ft²
- Parking
Child Friendly
Security/Safety
Guest Services
US $68/Night
7 Nights - US $473
Bed & Breakfast
- Parsippany
- ·
- Long Valley
- 0.62 mi to center
9.0Exceptional
(422 Reviews)
1 Bedroom
1 Bath
Breakfast- Parking
- Balcony/Terrace
- Kitchen
US $176/Night
7 Nights - US $1,229
House
- New Jersey
- ·
- Lyons
- 0.49 mi to center
1 Bedroom
1 Bath
3 Guests
800 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $159/Night
7 Nights - US $1,115
Villa
- Parsippany
- ·
- Hopatcong
- 0.41 mi to center
10.0Exceptional
(1 Review)
2 Bedrooms
2 Baths
10 Guests
2852.44 ft²
Hot Tub- Parking
- Balcony/Terrace
View
US $591/Night
7 Nights - US $4,136
New
Cottage
- New Jersey
- ·
- Lake Hopatcong
- 1.01 mi to center
10.0Exceptional
(122 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Parking
Ocean View- Balcony/Terrace
- View
US $429/Night
7 Nights - US $3,000
Cottage
- New Jersey
- ·
- Lake Hopatcong
- 1.19 mi to center
10.0Exceptional
(46 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $289/Night
7 Nights - US $2,021
Cottage
- New Jersey
- ·
- Lake Hopatcong
- 1.78 mi to center
9.8Exceptional
(29 Reviews)
2 Bedrooms
1 Bath
5 Guests
1000 ft²
- Breakfast
- Parking
- Ocean View
- Balcony/Terrace
US $381/Night
7 Nights - US $2,667
Apartment
- Parsippany
- ·
- Morristown
- 0.45 mi to center
9.8Exceptional
(6 Reviews)
1 Bedroom
1 Bath
4 Guests
900 ft²
- Parking
- Kitchen
- Air Conditioner
Internet
US $303/Night
7 Nights - US $2,124
Luxury Places to Stay in Chester
Over 232+ Luxury Places to Stay in or Near Chester
House
- Parsippany
- ·
- Morris Plains
- 0.99 mi to center
6 Bedrooms
4 Baths
20 Guests
- Air Conditioner
- Internet
Pet Friendly- Child Friendly
US $3,870/Night
7 Nights - US $27,093
House
- Parsippany
- ·
- Morristown
- 1.25 mi to center
5 Bedrooms
5 Baths
12 Guests
5000 ft²
- Ocean View
- Balcony/Terrace
- View
- Kitchen
US $1,834/Night
7 Nights - US $12,836
New
House
- New Jersey
- ·
- Brookside
- 1.75 mi to center
8 Bedrooms
6 Baths
28 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $1,687/Night
7 Nights - US $11,809
Villa
- Parsippany
- ·
- Hopatcong
- 0.42 mi to center
9.5Exceptional
(2 Reviews)
2 Bedrooms
2 Baths
10 Guests
2195.84 ft²
- Hot Tub
- Parking
- Balcony/Terrace
- View
US $1,371/Night
7 Nights - US $9,597
House
- Parsippany
- ·
- Chester
- 2.03 mi to center
10.0Exceptional
(3 Reviews)
4 Bedrooms
3 Baths
8 Guests
4000 ft²
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
US $1,257/Night
7 Nights - US $8,801
House
- New Jersey
- ·
- Lake Hopatcong
- 0.86 mi to center
4 Bedrooms
3 Baths
10 Guests
2604.87 ft²
Private Beach- Hot Tub
- Parking
Pool
US $1,189/Night
7 Nights - US $8,323
Hotel
- Parsippany
- ·
- Far Hills
- 1.24 mi to center
9.8Exceptional
(19 Reviews)
1 Bath
- Breakfast
- Parking
- Pool
Spa
US $980/Night
7 Nights - US $6,863
House
- New Jersey
- ·
- Lake Hopatcong
- 0.86 mi to center
9.0Exceptional
(6 Reviews)
4 Bedrooms
3 Baths
10 Guests
2600 ft²
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
US $970/Night
7 Nights - US $6,789
House
- New Jersey
- ·
- Schooleys Mountain
- 1.55 mi to center
9.8Exceptional
(6 Reviews)
5 Bedrooms
2 Baths
14 Guests
6000 ft²
- Hot Tub
- Parking
- Kitchen
- Air Conditioner
US $954/Night
7 Nights - US $6,681
Top-Rated Vacation Rentals with a Pool in Chester
Over 33+ Top-Rated Vacation Rentals with a Pool in or Near Chester
Villa
- New Jersey
- ·
- Schooleys Mountain
- 2.61 mi to center
10.0Exceptional
(4 Reviews)
5 Bedrooms
3 Baths
8 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $908/Night
7 Nights - US $6,355
Hotel
- Parsippany
- ·
- Far Hills
- 1.24 mi to center
10.0Exceptional
(3 Reviews)
22 Baths
890.33 ft²
- Hot Tub
- Parking
- Pool
- Spa
US $636/Night
7 Nights - US $4,452
House
- Parsippany
- ·
- Mendham
- 0.61 mi to center
10.0Exceptional
(1 Review)
5 Bedrooms
3 Baths
8 Guests
- Pool
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $759/Night
7 Nights - US $5,310
Hotel
- Somerset
- ·
- Branchburg
- 3.05 mi to center
9.2Exceptional
(433 Reviews)
1 Bath
- Breakfast
- Parking
- Pool
- Balcony/Terrace
US $185/Night
7 Nights - US $1,293
Hotel
- Parsippany
- ·
- Dover
- 1.01 mi to center
9.0Exceptional
(790 Reviews)
1 Bath
- Breakfast
- Parking
- Pool
- Balcony/Terrace
US $145/Night
7 Nights - US $1,013
Hotel
- New Jersey
- ·
- Lyons
- 2.60 mi to center
9.0Exceptional
(300 Reviews)
1 Bath
- Breakfast
- Parking
- Pool
- Balcony/Terrace
US $193/Night
7 Nights - US $1,354
Hotel
- Parsippany
- ·
- Budd Lake
- 2.64 mi to center
9.0Exceptional
(102 Reviews)
6 Baths
523.13 ft²
Private Pool- Breakfast
- Parking
- Pool
US $436/Night
7 Nights - US $3,050
Hotel
- Somerset
- ·
- Branchburg
- 3.03 mi to center
8.9Fabulous
(83 Reviews)
8 Baths
542.23 ft²
- Private Pool
- Breakfast
- Parking
- Pool
US $176/Night
7 Nights - US $1,230
Hotel
- Parsippany
- ·
- Liberty Corner
- 0.41 mi to center
8.8Fabulous
(923 Reviews)
1 Bath
- Hot Tub
- Breakfast
- Parking
- Pool
US $143/Night
7 Nights - US $1,003
Pet-Friendly Vacation Rentals in Chester
Over 79+ Pet-Friendly Vacation Rentals in or Near Chester
House
- Parsippany
- ·
- Morristown
- 0.51 mi to center
2 Bedrooms
2 Baths
5 Guests
- Air Conditioner
- Internet
- Pet Friendly
- Child Friendly
US $339/Night
7 Nights - US $2,371
House
- Parsippany
- ·
- Hackettstown
- 1.63 mi to center
9.2Exceptional
(8 Reviews)
4 Bedrooms
2 Baths
8 Guests
2497.23 ft²
- Hot Tub
- Parking
Skiing- Balcony/Terrace
US $377/Night
7 Nights - US $2,640
Cottage
- Parsippany
- ·
- Stanhope
- 1.00 mi to center
1 Bedroom
1 Bath
- Parking
- Kitchen
- Internet
- Pet Friendly
US $472/Night
7 Nights - US $3,301
Apartment
- Parsippany
- ·
- Dover
- 0.73 mi to center
2 Bedrooms
1 Bath
4 Guests
1000 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $148/Night
7 Nights - US $1,036
House
- Parsippany
- ·
- Hopatcong
- 0.31 mi to center
1.0Average
(1 Review)
2 Bedrooms
1 Bath
4 Guests
- Hot Tub
- Parking
- Air Conditioner
- Pet Friendly
US $280/Night
7 Nights - US $1,960
House
- Parsippany
- ·
- Morristown
- 0.29 mi to center
10.0Exceptional
(1 Review)
3 Bedrooms
1 Bath
6 Guests
- Air Conditioner
- Internet
- Pet Friendly
- Child Friendly
US $535/Night
7 Nights - US $3,744
House
- New Jersey
- ·
- Kenvil
- 0.88 mi to center
10.0Exceptional
(1 Review)
4 Bedrooms
2 Baths
5 Guests
Oceanfront- Parking
- Ocean View
- Balcony/Terrace
US $330/Night
7 Nights - US $2,310
House
- New Jersey
- ·
- Kenvil
- 0.94 mi to center
10.0Exceptional
(1 Review)
3 Bedrooms
1 Bath
6 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $299/Night
7 Nights - US $2,095
House
- New Jersey
- ·
- Kenvil
- 0.84 mi to center
5 Bedrooms
2 Baths
10 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $390/Night
7 Nights - US $2,729
Large Vacation Homes & Villas in Chester
Over 27+ Large Vacation Homes & Villas in or Near Chester
House
- Parsippany
- ·
- Hopatcong
- 0.80 mi to center
9.4Exceptional
(3 Reviews)
4 Bedrooms
2 Baths
10 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $829/Night
7 Nights - US $5,803
House
- Parsippany
- ·
- Hopatcong
- 0.74 mi to center
3 Bedrooms
2 Baths
10 Guests
1797.57 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
US $771/Night
7 Nights - US $5,399
House
- New Jersey
- ·
- Kenvil
- 1.20 mi to center
5 Bedrooms
3 Baths
10 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $199/Night
7 Nights - US $1,390
House
- Parsippany
- ·
- Hopatcong
- 1.27 mi to center
9.0Exceptional
(18 Reviews)
6 Bedrooms
3 Baths
17 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $599/Night
7 Nights - US $4,196
House
- New Jersey
- ·
- Glasser
- 1.35 mi to center
3 Bedrooms
2 Baths
10 Guests
2798.62 ft²
- Parking
- Balcony/Terrace
- View
- Air Conditioner
US $586/Night
7 Nights - US $4,099
New
Villa
- Parsippany
- ·
- Hopatcong
- 0.53 mi to center
8.4Excellent
(7 Reviews)
4 Bedrooms
2 Baths
10 Guests
- Oceanfront
- Hot Tub
- Parking
- Ocean View
US $569/Night
7 Nights - US $3,981
House
- Parsippany
- ·
- Hopatcong
- 0.58 mi to center
5 Bedrooms
5 Baths
12 Guests
3000 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $622/Night
7 Nights - US $4,354
House
- Parsippany
- ·
- Landing
- 0.42 mi to center
6 Bedrooms
3 Baths
16 Guests
3000 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $616/Night
7 Nights - US $4,314
RV Rental
- New Jersey
- ·
- Changewater
- 4.05 mi to center
11 Bedrooms
3 Baths
20 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $689/Night
7 Nights - US $4,822
Wheelchair Accessible Vacation Homes in Chester
Over 80+ Wheelchair Accessible Vacation Homes in or Near Chester
Hotel
- Parsippany
- ·
- Morris Plains
- 0.63 mi to center
10.0Exceptional
(2 Reviews)
1 Bath
- Parking
- Kitchen
- Air Conditioner
- Internet
US $155/Night
7 Nights - US $1,084
Hotel
- Parsippany
- ·
- Liberty Corner
- 0.64 mi to center
9.0Exceptional
(76 Reviews)
3 Baths
369.56 ft²
- Parking
- Balcony/Terrace
- View
- Kitchen
US $146/Night
7 Nights - US $1,025
Hotel
- Parsippany
- ·
- Morristown
- 0.88 mi to center
9.2Exceptional
(1004 Reviews)
1 Bath
- Breakfast
- Parking
- Kitchen
- Air Conditioner
US $177/Night
7 Nights - US $1,236
Hotel
- New Jersey
- ·
- Mount Tabor
- 1.65 mi to center
10.0Exceptional
(1 Review)
1 Bath
- Breakfast
- Parking
- Kitchen
- Air Conditioner
US $194/Night
7 Nights - US $1,360
Hotel
- Parsippany
- ·
- Dover
- 0.92 mi to center
9.0Exceptional
(59 Reviews)
4 Baths
446.7 ft²
- Oceanfront
- Breakfast
- Parking
- Ocean View
US $138/Night
7 Nights - US $964
Hotel
- New Jersey
- ·
- Mount Tabor
- 1.65 mi to center
9.6Exceptional
(4 Reviews)
1 Bath
- Breakfast
- Parking
- Kitchen
- Air Conditioner
US $199/Night
7 Nights - US $1,392
Hotel
- New Jersey
- ·
- Mount Tabor
- 1.65 mi to center
9.4Exceptional
(3 Reviews)
1 Bath
- Breakfast
- Parking
- Kitchen
- Air Conditioner
US $174/Night
7 Nights - US $1,215
Hotel
- New Jersey
- ·
- Mount Tabor
- 1.65 mi to center
9.0Exceptional
(4 Reviews)
1 Bath
- Breakfast
- Parking
- Kitchen
- Air Conditioner
US $231/Night
7 Nights - US $1,618
Hotel
- New Jersey
- ·
- Mount Tabor
- 1.65 mi to center
8.8Fabulous
(5 Reviews)
1 Bath
- Breakfast
- Parking
- Kitchen
- Air Conditioner
US $174/Night
7 Nights - US $1,215
Chester Resorts and Airbnb Homes Under $200
Over 62+ Chester Resorts and Airbnb Homes Under $200
Hotel
- New Jersey
- ·
- Mount Tabor
- 1.65 mi to center
8.0Excellent
(1 Review)
1 Bath
- Breakfast
- Parking
- Kitchen
- Air Conditioner
US $199/Night
7 Nights - US $1,392
Bed & Breakfast
- Parsippany
- ·
- Long Valley
- 0.61 mi to center
4 Bedrooms
2 Baths
10 Guests
452.08 ft²
- Parking
- View
- Air Conditioner
- Internet
US $180/Night
7 Nights - US $1,261
Hotel
- Parsippany
- ·
- Bernardsville
- 1.30 mi to center
9.2Exceptional
(273 Reviews)
1 Bath
- Parking
- Balcony/Terrace
- Air Conditioner
- Internet
US $171/Night
7 Nights - US $1,199
Hotel
- New Jersey
- ·
- Mount Tabor
- 1.65 mi to center
8.0Excellent
(1 Review)
1 Bath
- Breakfast
- Parking
- Kitchen
- Air Conditioner
US $174/Night
7 Nights - US $1,215
Hotel
- Parsippany
- ·
- Basking Ridge
- 1.77 mi to center
8.7Fabulous
(212 Reviews)
4 Baths
355.21 ft²
- Parking
- Balcony/Terrace
- View
- Air Conditioner
US $125/Night
7 Nights - US $875
Hotel
- Parsippany
- ·
- Morris Plains
- 0.63 mi to center
7.4Very Good
(3 Reviews)
1 Bath
- Parking
- Kitchen
- Air Conditioner
- Internet
US $155/Night
7 Nights - US $1,084
US $194/Night
7 Nights - US $1,360
US $174/Night
7 Nights - US $1,215
US $165/Night
7 Nights - US $1,154
Instantly Bookable Vacation Homes in Chester
Over 90+ Instantly Bookable Vacation Homes in or Near Chester
Apartment
- Parsippany
- ·
- Morristown
- 0.45 mi to center
9.8Exceptional
(6 Reviews)
1 Bedroom
1 Bath
3 Guests
1000 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $302/Night
7 Nights - US $2,117
House
- Parsippany
- ·
- Hopatcong
- 1.19 mi to center
10.0Exceptional
(155 Reviews)
4 Bedrooms
2 Baths
7 Guests
1800 ft²
- Hot Tub
- Parking
- Ocean View
- Balcony/Terrace
US $287/Night
7 Nights - US $2,008
Apartment
- Parsippany
- ·
- Morristown
- 1.25 mi to center
9.6Exceptional
(5 Reviews)
2 Bedrooms
1 Bath
4 Guests
1000 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $404/Night
7 Nights - US $2,825
US $323/Night
7 Nights - US $2,260
US $323/Night
7 Nights - US $2,260
US $323/Night
7 Nights - US $2,260
US $228/Night
7 Nights - US $1,597
US $155/Night
7 Nights - US $1,084
US $155/Night
7 Nights - US $1,084
Book a Last Minute Place to Stay in Chester
About Chester Vacation Rentals
Explore over 241 vacation rentals in Chester with SunSki Resorts. These accommodations, comprising vacation homes, cottages, cabins, and condos, boast excellent amenities at great value, ensuring comfort and luxury. Enhance your stay with SunSki Resorts in Chester for more space and value.
In search of last-minute deals or the best bargains on vacation rentals? With SunSki Resorts, you can conveniently compare various options and deals in Chester. Discover rentals with desirable amenities like swimming pools, hot tubs, and pet-friendly options. Find the ideal vacation rental in Chester tailored to your preferences. On average, these rentals offer 497.58 ft² of space, and are priced at an average of US $423 per night.
SunSki Resorts simplifies and secures the process of finding and comparing vacation rentals in Chester at prices typically 30-40% lower than hotels. Discover your perfect vacation rental and book now.
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Top Types of Ski Accommodations in Chester
| Type | Count |
|---|---|
| Vacation Homes | 111 |
| Holiday Apartments | 22 |
| Cottages | 16 |
| B&B | 4 |
| Villas | 4 |
| Cabin Rentals | 1 |
| Unique Vacation Rentals | 1 |
Use these Quick Filters to Find a Vacation Rental in Chester
★ Pro Tip: Discover Your Ideal Vacation Rental in Chester with SunSki Resorts™. Compare a diverse array of properties, including RBO homes, vacation rentals, cottages, cabins, and more. Utilize our advanced filters to search by location, amenities, and price. Book with confidence and enjoy savings of up to 40-60% compared to a hotel stay. Create unforgettable memories with SunSki Resorts™.
Weather in Chester, NJ
View the weather forecast for Chester before booking your Chester Vacation Rentals to confirm your best time to go.
December - February
High 60°F Low 26°F
March - May
High 77°F Low 40°F
June - August
High 91°F Low 64°F
September - November
High 84°F Low 38°F
Top Attractions Around Chester, NJ
Sunski 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 vacation rentals in Chester?
When organizing your trip to Chester, don't miss the chance to explore the top-rated vacation rentals in the vicinity. With a plethora of options available, you're bound to discover the ideal accommodation for your stay in Chester. Peruse our collection of highly-rated properties and secure your reservation today.
- Lakeside Style and Luxury
- Beautiful Lakefront Home with Amazing Lake Views!
- Relaxing getaway near the largest lake in NJ
- Lakeside Home w/Lake Access, Dock & Water Views!
- Pickle Farm
- Lee's House - Lakeview House w/3 bdrm & 1 bth
- Charming 2-bedroom cottage. Near the town of Pluckemin
- 10 Mi to Morristown: Stylish Home Near Trails!
- Charming lakehouse on the water, 2 slip dock, full bar on the water
- Mountaintop Villa with Stunning views 13 acres with pool.
How many vacation rentals have private pools in Chester?
Uncover 8 vacation rentals boasting private pools near Chester. Explore top-rated RBO homes offering access to a swimming pool:
- Just Renovated 1 Bedroom Cottage on Bernardsville Mountain
- Homewood Suites by Hilton Dover - Rockaway
- 3Acre LakeParadise SwimmingPool & Jacuzzi HotTub!
- Bernardsville Abode w/Private Pool + Patio!
Which vacation homes or resorts in Chester are best for families?
Choose SunSki for a wide variety of vacation rentals, including family-friendly homes, ski cabins, cottages, and more in Chester. Enjoy great views, locations and save money with SunSki Resorts.™
How many SunSkiResorts vacation rentals or resorts are available in Chester?
Discover the ideal vacation rental in Chester with SunSki Resorts™. We provide an extensive selection of over 241 properties, encompassing vacation homes, private villas, cottages, and more. Explore our listings to find the perfect place to stay for your upcoming trip to Chester.
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