Hawaii Wedding Travel - Vacation Rentals in Chester

Recline at Timberline! Family friendly! From US $276
         

9.2 (47 Reviews)
House
  • Air Conditioner
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  • Pet Friendly
SpringHill Suites Chester From US $127
         

9.0 (691 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Game Room + Yard: Updated House in Chester! From US $257
         

8.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • TV
Exhibit 804: Richmond’s Artsy RV - Glamping Escape From US $127
         

Luxury Places to Stay in Chester

Over 51+ Luxury Places to Stay in or Near Chester
Candlewood Suites Chester - Richmond by IHG From US $402
         

8.8 (47 Reviews)
Hotel
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  • Pet Friendly
Game Room and Yard Updated House in Chester! From US $231
         

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Perfect for Extended Stays! Pets Welcome! From US $218
         

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Residence Inn by Marriott Richmond Chester From US $169
         

8.5 (94 Reviews)
Hotel
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  • Pet Friendly
Courtyard Richmond Chester From US $159
         

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8.1 (78 Reviews)
Hotel
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Home2 Suites By Hilton Chester From US $155
         

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Homewood Suites by Hilton Chester From US $152
         

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8.8 (64 Reviews)
Hotel
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  • Pet Friendly

Top-Rated Vacation Rentals with a Pool in Chester

Over 17+ Top-Rated Vacation Rentals with a Pool in or Near Chester
Residence Inn Marriott Chester From US $137
         

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9.0 (374 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
SpringHill Suites by Marriott Chester From US $130
         

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8.5 (306 Reviews)
Hotel
  • Air Conditioner
  • Pool
  • Private Pool
Hyatt Select Richmond/Chester From US $137
         

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8.4 (1012 Reviews)
Hotel
  • Air Conditioner
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  • Pool
Courtyard by Marriott Richmond Chester From US $127
         

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8.4 (506 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Suburban Studios Chester From US $78
         

8.0 (466 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Hyatt Select Richmond Chester From US $139
         

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7.6 (214 Reviews)
Hotel
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  • Pet Friendly
Country Inn & Suites by Radisson, Chester, VA From US $100
         

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7.4 (1006 Reviews)
Hotel
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  • Pool
Comfort Inn Chester - Richmond South From US $105
         

7.4 (1003 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Chester

Over 7+ Pet-Friendly Vacation Rentals in or Near Chester
Beautiful Spacious home on James River, dock/lift From US $510
         

5.0 (4 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • Balcony/Terrace
Candlewood Suites Colonial Heights - Fort Lee by IHG From US $110
         

7.2 (103 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Red Roof Inn Chester From US $85
         

7.0 (865 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Red Roof Inn Chester From US $81
         

6.6 (419 Reviews)
Hotel
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  • Parking
  • Pet Friendly
Days Inn by Wyndham Chester From US $102
         

5.5 (282 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Rodeway Inn Colonial Heights I-95 From US $51
         

4.5 (215 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Hampton Inn Chester, VA From US $137
         

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See More Pet-Friendly Vacation Rentals in Chester on PetFriendly.io

Large Vacation Homes & Villas in Chester

Over 1+ Large Vacation Homes & Villas in or Near Chester

Wheelchair Accessible Vacation Homes in Chester

Over 13+ Wheelchair Accessible Vacation Homes in or Near Chester
Fairfield Inn Richmond Chester From US $109
         

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8.0 (241 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Wheelchair Accessible
Comfort Inn South Chesterfield - Colonial Heights From US $104
         

8.4 (604 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV
Holiday Inn Express - Chester by IHG From US $128
         

7.7 (85 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Wheelchair Accessible
Fairfield Inn By Marriott Richmond Chester From US $108
         

8.2 (858 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV
Comfort Inn South Chesterfield - Colonial Heights From US $125
         

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7.6 (227 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Wheelchair Accessible
Holiday Inn Express Chester by IHG From US $97
         

8.2 (456 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV
InTown Suites Extended Stay Richmond VA - Chester From US $61
         

6.6 (10 Reviews)
Hotel
  • Air Conditioner
  • Wheelchair Accessible
  • Accessibility
Hampton Inn Chester From US $120
         

8.0 (697 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV

Chester Varoom and Airbnb Places to Stay Under $200

Over 13+ Chester Varoom and Airbnb Places to Stay Under $200
Comfort Inn Chester - Richmond South From US $120
         

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6.6 (198 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Candlewood Suites Chester Richmond by IHG From US $111
         

9.0 (59 Reviews)
Hotel
  • Parking
  • Guest Services
  • Child Friendly
Luxury, WiFi included, Balcony, FREE parking From US $140
         

5.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Pool
  • Balcony/Terrace
Hampton Inn Chester From US $150
         

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5.9 (38 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Candlewood Suites Colonial Heights Fort Lee by IHG From US $87
         

Chester Virginia Apart efficiency From US $95
         

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Apartment
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  • Private Pool
Quality Inn Chester - South Richmond From US $76
         

6.6 (812 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Wheelchair Accessible
Relaxing Farmhouse: Basement Apartment. 8 minutes from 95! From US $120
         

5.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Bedding/Linens
  • Child Friendly

Instantly Bookable Vacation Homes in Chester

Over 1+ Instantly Bookable Vacation Homes in or Near Chester
Upscale Modern Cheerful Townhome From US $261
         

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House
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  • Bedding/Linens

About Chester Vacation Rentals

With more than 60 Chester vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Hawaiiweddingtravel 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 Hawaiiweddingtravel 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 554.37 ft² on average, with prices averaging $168 a night.

Hawaiiweddingtravel 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
Hotels with Suites 40
Vacation Homes 17
Holiday Apartments 3

Use these Quick Filters to Find a Vacation Rental in Chester

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