Pirate Cove Cottages - Vacation Rentals in Chester

Cheerful Cottage with hot tub From US $612
         

10.0 (19 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • TV
Beautiful Lakefront Home with Amazing Lake Views. Dog Friendly! From US $383
         

Relaxing getaway near the largest lake in NJ From US $205
         

Charming 2-bedroom cottage. Near the town of Pluckemin From US $238
         

10.0 (1 Review)
Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly

Luxury Places to Stay in Chester

Over 214+ Luxury Places to Stay in or Near Chester
Cozy Cabin On the Lake with HotTub From US $4,573
         

|
New
Villa
  • Air Conditioner
  • Parking
  • Pet Friendly
Cozy Cabin on the Lake w/HotTub From US $2,484
         

|
9.5 (2 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pet Friendly
Luxurious Mansion Country Retreat- 45 mins to NYC From US $2,405
         

Pendry Natirar From US $885
         

|
9.8 (7 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
New Renovated vacation house From US $858
         

|
10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • TV

Top-Rated Vacation Rentals with a Pool in Chester

Over 33+ Top-Rated Vacation Rentals with a Pool in or Near Chester
Mountaintop Villa with Stunning views 13 acres with pool. From US $735
         

Residence Inn Bridgewater Branchburg From US $155
         

|
9.2 (396 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Homewood Suites by Hilton Dover - Rockaway From US $143
         

|
9.0 (738 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Somerset Hills Hotel, Tapestry Collection by Hilton From US $164
         

|
9.0 (235 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Residence Inn Mount Olive At International Trade Center From US $161
         

|
9.0 (90 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Residence Inn Bridgewater Branchburg From US $166
         

|
9.0 (83 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Courtyard by Marriott Basking Ridge From US $143
         

|
8.8 (866 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Somerset Hills Hotel, Tapestry Collection by Hilton From US $215
         

|
8.7 (66 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Chester

Over 65+ Pet-Friendly Vacation Rentals in or Near Chester
26 Bucknell From US $280
         

1.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Lakeside Style and Luxury From US $287
         

New
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Beautiful Large Home in the Heart of Morristown- FIFA host and more!
New
From US $383
         

10.0 (1 Review)
House
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
Cozy Lakefront House with a private dock and lakefront. From US $721
         

9.8 (6 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Lakeview Cozy Home - 2-Bedroom Cottage in Hopatcong, NJ From US $284
         

9.4 (13 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Unforgettable sunset view, on the porch… From US $143
         

9.2 (59 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • TV
See More Pet-Friendly Vacation Rentals in Chester on PetFriendly.io

Large Vacation Homes & Villas in Chester

Over 24+ Large Vacation Homes & Villas in or Near Chester
New Renovated vacation house From US $566
         

10.0 (47 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Cozy Budd Lake Cul-de-Sac Home Lodge From US $68
         

10.0 (2 Reviews)
House
  • Parking
  • Security/Safety
  • Guest Services
Peaceful LakeHouse w/Spa, Lake Views/Access, and Game Room From US $743
         

3Acre LakeParadise SwimmingPool & Jacuzzi HotTub! From US $512
         

Lakefront Hopatcong w/dock kayaks fishing near NYC From US $766
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Wheelchair Accessible Vacation Homes in Chester

Over 81+ Wheelchair Accessible Vacation Homes in or Near Chester
Steps from NJ Transit 1 BR | near Center of Town From US $222
         

TownePlace Suites by Marriott Dover Rockaway From US $138
         

|
9.3 (57 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Best Western PLUS Morristown Inn-Florham Park From US $160
         

|
9.0 (1003 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV
Heart of Downtown Morristown| nr Shops&Resturants From US $222
         

Chester Varoom and Airbnb Places to Stay Under $200

Over 78+ Chester Varoom and Airbnb Places to Stay Under $200
Lakeside Home w/Lake Access, Dock & Water Views! From US $167
         

The Neighbour House B&B From US $130
         

9.5 (25 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • View
The Neighbour House B&B From US $149
         

9.0 (415 Reviews)
Bed & Breakfast
  • Parking
  • Balcony/Terrace
  • Security/Safety
Country vicinity & Modern Living From US $181
         

New
House
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
Lakefront Apartment with off-street parking From US $95
         

New
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly

Instantly Bookable Vacation Homes in Chester

Over 74+ Instantly Bookable Vacation Homes in or Near Chester
Charming Lake House w/Large Dock From US $280
         

9.8 (8 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
C&J Signature Stays Historic renovated apartment From US $297
         

9.6 (5 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Security/Safety
C&J Signature Stays Downtown Apartment From US $231
         

9.6 (5 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV

About Chester Vacation Rentals

With more than 15 Chester vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Piratecovecottages 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 Piratecovecottages 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 440 ft² on average, with prices averaging $411 a night.

Piratecovecottages 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
Cottages 15

Use these Quick Filters to Find a Vacation Rental in Chester

Pro Tip: Piratecovecottages makes it easy to compare the best listings on Piratecovecottages homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Piratecovecottages 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