Estia Villas - Vacation Rentals in Chester
Villa
8.4
(
7 Reviews
)
4 Bedrooms
2 Bathrooms
10 Guests
-
Oceanfront -
Hot Tub -
Parking -
Ocean View
US $888
/Night
7 Nights - $6,214
Villa
10.0
(
1 Review
)
2 Bedrooms
2 Bathrooms
10 Guests
2852.44 ft²
-
Hot Tub
-
Parking
-
Balcony/Terrace -
View
US $591
/Night
7 Nights - $4,136
Villa
10.0
(
4 Reviews
)
5 Bedrooms
3 Bathrooms
8 Guests
-
Parking
-
Pool -
Balcony/Terrace
-
Kitchen
US $908
/Night
7 Nights - $6,355
Villa
7.5
(
2 Reviews
)
2 Bedrooms
2 Bathrooms
10 Guests
2195.84 ft²
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
View
US $1,371
/Night
7 Nights - $9,597
See More Chester Vacation Rentals
Luxury Places to Stay in Chester
Over 238+
Luxury Places to Stay in or Near Chester
House
6 Bedrooms
4 Bathrooms
20 Guests
-
Air Conditioner -
Internet -
Pet Friendly -
Child Friendly
US $3,901
/Night
7 Nights - $27,310
New
House
10.0
(
3 Reviews
)
6 Bedrooms
5 Bathrooms
12 Guests
-
Hot Tub
-
Parking
-
Pool
-
Kitchen
US $2,928
/Night
7 Nights - $20,496
House
5 Bedrooms
5 Bathrooms
12 Guests
5000 ft²
-
Ocean View
-
Balcony/Terrace
-
View
-
Kitchen
US $1,834
/Night
7 Nights - $12,836
New
House
8 Bedrooms
6 Bathrooms
28 Guests
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $1,791
/Night
7 Nights - $12,540
House
10.0
(
3 Reviews
)
4 Bedrooms
3 Bathrooms
8 Guests
4000 ft²
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
Kitchen
US $1,242
/Night
7 Nights - $8,692
House
4 Bedrooms
3 Bathrooms
10 Guests
2604.87 ft²
-
Private Beach -
Hot Tub
-
Parking
-
Pool
US $1,189
/Night
7 Nights - $8,323
US $980
/Night
7 Nights - $6,863
House
9.8
(
6 Reviews
)
5 Bedrooms
2 Bathrooms
14 Guests
6000 ft²
-
Hot Tub
-
Parking
-
Kitchen
-
Air Conditioner
US $954
/Night
7 Nights - $6,681
See More Chester Luxury Vacation Rentals
Find More Chester Villas, Resorts, & Rentals on BedroomVillas
Top-Rated Vacation Rentals with a Pool in Chester
Over 32+
Top-Rated Vacation Rentals with a Pool in or Near Chester
US $636
/Night
7 Nights - $4,452
House
10.0
(
1 Review
)
5 Bedrooms
3 Bathrooms
8 Guests
-
Pool
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $757
/Night
7 Nights - $5,300
Hotel
9.2
(
441 Reviews
)
-
Breakfast -
Parking
-
Pool
-
Balcony/Terrace
US $174
/Night
7 Nights - $1,220
Hotel
9.0
(
793 Reviews
)
-
Breakfast
-
Parking
-
Pool
-
Balcony/Terrace
US $149
/Night
7 Nights - $1,040
US $140
/Night
7 Nights - $979
Hotel
9.0
(
302 Reviews
)
-
Breakfast
-
Parking
-
Pool
-
Balcony/Terrace
US $178
/Night
7 Nights - $1,244
Hotel
9.0
(
102 Reviews
)
523.13 ft²
-
Private Pool -
Breakfast
-
Parking
-
Pool
US $436
/Night
7 Nights - $3,050
Hotel
8.9
(
83 Reviews
)
542.23 ft²
-
Private Pool
-
Breakfast
-
Parking
-
Pool
US $176
/Night
7 Nights - $1,230
See More Chester Vacation Rentals with a Pool
Pet-Friendly Vacation Rentals in Chester
Over 81+
Pet-Friendly Vacation Rentals in or Near Chester
New
House
9.8
(
38 Reviews
)
3 Bedrooms
2 Bathrooms
8 Guests
2405 ft²
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
Kitchen
US $566
/Night
7 Nights - $3,961
House
1.0
(
1 Review
)
2 Bedrooms
1 Bathroom
4 Guests
-
Hot Tub
-
Parking
-
Air Conditioner
-
Pet Friendly
US $280
/Night
7 Nights - $1,960
House
10.0
(
155 Reviews
)
4 Bedrooms
2 Bathrooms
7 Guests
1800 ft²
-
Hot Tub
-
Parking
-
Ocean View
-
Balcony/Terrace
US $287
/Night
7 Nights - $2,008
House
9.4
(
14 Reviews
)
2 Bedrooms
1 Bathroom
5 Guests
1100 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $548
/Night
7 Nights - $3,837
House
9.2
(
66 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
570 ft²
-
Kitchen
-
Air Conditioner
-
Pet Friendly
-
Child Friendly
US $154
/Night
7 Nights - $1,077
House
9.2
(
7 Reviews
)
4 Bedrooms
3 Bathrooms
10 Guests
2600 ft²
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
Kitchen
US $738
/Night
7 Nights - $5,167
New
House
6.0
(
1 Review
)
1 Bedroom
1 Bathroom
4 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $319
/Night
7 Nights - $2,236
House
5 Bedrooms
5 Bathrooms
12 Guests
3000 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $622
/Night
7 Nights - $4,354
See More Pet-Friendly Vacation Rentals in Chester on PetFriendly.io
Large Vacation Homes & Villas in Chester
Over 25+
Large Vacation Homes & Villas in or Near Chester
New
House
4 Bedrooms
2 Bathrooms
10 Guests
2600 ft²
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $902
/Night
7 Nights - $6,311
House
10.0
(
2 Reviews
)
8 Bedrooms
5 Bathrooms
21 Guests
611.39 ft²
-
Parking
-
Child Friendly
-
Security/Safety -
Guest Services
US $68
/Night
7 Nights - $473
House
5 Bedrooms
3 Bathrooms
10 Guests
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $199
/Night
7 Nights - $1,390
RV Rental
10.0
(
1 Review
)
11 Bedrooms
3 Bathrooms
20 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $731
/Night
7 Nights - $5,117
House
9.4
(
3 Reviews
)
4 Bedrooms
2 Bathrooms
10 Guests
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $829
/Night
7 Nights - $5,803
New
House
8.0
(
1 Review
)
5 Bedrooms
3 Bathrooms
6 Guests
3000 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $194
/Night
7 Nights - $1,357
House
5 Bedrooms
2 Bathrooms
10 Guests
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
US $342
/Night
7 Nights - $2,392
House
10.0
(
50 Reviews
)
4 Bedrooms
3 Bathrooms
12 Guests
2300 ft²
-
Oceanfront
-
Hot Tub
-
Parking
-
Ocean View
US $780
/Night
7 Nights - $5,461
See More Family Vacation Rentals in Chester on FVR
Wheelchair Accessible Vacation Homes in Chester
Over 79+
Wheelchair Accessible Vacation Homes in or Near Chester
Hotel
10.0
(
2 Reviews
)
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $155
/Night
7 Nights - $1,084
Hotel
9.0
(
76 Reviews
)
369.56 ft²
-
Parking
-
Balcony/Terrace
-
View
-
Kitchen
US $146
/Night
7 Nights - $1,025
Hotel
9.2
(
1000 Reviews
)
-
Breakfast
-
Parking
-
Kitchen
-
Air Conditioner
US $240
/Night
7 Nights - $1,677
Hotel
10.0
(
1 Review
)
-
Breakfast
-
Parking
-
Kitchen
-
Air Conditioner
US $456
/Night
7 Nights - $3,195
Hotel
10.0
(
1 Review
)
-
Breakfast
-
Parking
-
Kitchen
-
Air Conditioner
US $194
/Night
7 Nights - $1,360
Hotel
9.6
(
4 Reviews
)
-
Breakfast
-
Parking
-
Kitchen
-
Air Conditioner
US $201
/Night
7 Nights - $1,406
Hotel
9.4
(
3 Reviews
)
-
Breakfast
-
Parking
-
Kitchen
-
Air Conditioner
US $174
/Night
7 Nights - $1,215
Hotel
9.0
(
4 Reviews
)
-
Breakfast
-
Parking
-
Kitchen
-
Air Conditioner
US $230
/Night
7 Nights - $1,611
Chester Vacation Rentals and Airbnb Places to Stay Under $200
Over 64+
Chester Vacation Rentals and Airbnb Places to Stay Under $200
House
9.8
(
18 Reviews
)
2 Bedrooms
2 Bathrooms
5 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Internet
US $186
/Night
7 Nights - $1,303
Bed & Breakfast
4 Bedrooms
2 Bathrooms
10 Guests
452.08 ft²
-
Parking
-
View
-
Air Conditioner
-
Internet
US $180
/Night
7 Nights - $1,261
Bed & Breakfast
9.0
(
422 Reviews
)
1 Bedroom
1 Bathroom
-
Breakfast
-
Parking
-
Balcony/Terrace
-
Kitchen
US $176
/Night
7 Nights - $1,229
House
1 Bedroom
1 Bathroom
3 Guests
800 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $162
/Night
7 Nights - $1,131
Apartment
2 Bedrooms
1 Bathroom
4 Guests
1000 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $149
/Night
7 Nights - $1,040
New
Apartment
1 Bedroom
1 Bathroom
2 Guests
700 ft²
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $115
/Night
7 Nights - $806
Apartment
1 Bedroom
1 Bathroom
2 Guests
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $102
/Night
7 Nights - $712
Hotel
8.0
(
1 Review
)
-
Breakfast
-
Parking
-
Kitchen
-
Air Conditioner
US $174
/Night
7 Nights - $1,215
See More Chester Vacation Rental Deals
Instantly Bookable Vacation Homes in Chester
Over 89+
Instantly Bookable Vacation Homes in or Near Chester
House
10.0
(
17 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
1150 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $327
/Night
7 Nights - $2,288
House
10.0
(
14 Reviews
)
3 Bedrooms
1 Bathroom
6 Guests
1000 ft²
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
US $460
/Night
7 Nights - $3,220
House
10.0
(
7 Reviews
)
3 Bedrooms
3 Bathrooms
8 Guests
3000 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $699
/Night
7 Nights - $4,896
House
10.0
(
2 Reviews
)
3 Bedrooms
3 Bathrooms
6 Guests
1300 ft²
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
Kitchen
US $599
/Night
7 Nights - $4,196
Cottage
9.8
(
29 Reviews
)
2 Bedrooms
1 Bathroom
5 Guests
1000 ft²
-
Breakfast
-
Parking
-
Ocean View
-
Balcony/Terrace
US $381
/Night
7 Nights - $2,667
Apartment
9.8
(
6 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
1000 ft²
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $408
/Night
7 Nights - $2,859
Apartment
9.8
(
6 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
900 ft²
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $301
/Night
7 Nights - $2,110
Apartment
9.8
(
6 Reviews
)
1 Bedroom
1 Bathroom
3 Guests
1000 ft²
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $293
/Night
7 Nights - $2,048
See More Chester Short-Term Vacation Rentals
About Chester Vacation Rentals
With more than 4 Chester vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Estiavillas and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Chester.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Estiavillas Chester, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Chester. Places to stay near Chester are 1262.07 ft² on average, with prices averaging US $939 a night.
Estiavillas makes it easy and safe to find and compare vacation rentals in Chester with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.
Top Rental Accommodation Types in Chester
| Type | Count |
|---|---|
| Villas | 4 |
Use these Quick Filters to Find a Vacation Rental in Chester
★ Pro Tip: Estiavillas makes it easy to compare the best listings on Estiavillas homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Estiavillas homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Chester.
Weather in Chester
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
Estiavillas offers a large selection of top attractions around Chester. Research things to do on your vacation before you visit Chester.
Alstede Farms
Hacklebarney Farm Cider Mill
The Streets of Chester Shopping Center
Cooper Gristmill
Chubb Park
Kay Environmental Center
Rutgers University
Mall at Short Hills
Morristown Memorial Hospital
Turtle Back Zoo
The Funplex
South Mountain Reservation
Bridgewater Commons
Sri Venkateswara Temple
TD Bank Ballpark
Diamond Nation
Pleasantdale Chateau
Drew University
Paper Mill Playhouse
Rockaway Townsquare
Other Places to Stay Near Chester, NJ
Chester Vacation Rental Frequently Asked Questions
What are the top vacation rentals in Chester?
There are a lot of options in Chester. If you plan on staying in the Chester area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Chester:
How many vacation rentals have private pools in Chester?
There are 8 vacation rentals with private pools near Chester. Top-rated homes that have access to a swimming pool include:
Which vacation homes in Chester are best for families?
If you are looking for a family-friendly vacation home in Chester, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Chester:
How many vacation rentals are available in Chester?
Currently, the total number of properties listed in 2026 is over 4 in the Chester area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Chester.
