Title: Chester Vacation Rentals from $85: Search Short-Term Rentals | Expedia.com

[Chester Travel Guide](https://expedia.com/Chester.dx5931)[Hotels in Chester](https://expedia.com/Chester-Hotels.d5931.Travel-Guide-Hotels)[Flights to Chester](https://expedia.com/Cheap-Flights-To-Chester.d5931.Travel-Guide-Flights)[Car Rentals in Chester](https://expedia.com/Car-Rentals-In-Chester.d5931.Car-Rental-Guide)[Chester Vacation Packages](https://expedia.com/Chester.d5931.Destination-Travel-Guides)

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## Check prices for these dates

In two weeks

[Feb 20 - Feb 22](https://www.expedia.com/Hotel-Search?regionId=5931&startDate=2026-02-20&endDate=2026-02-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 3 - Apr 5](https://www.expedia.com/Hotel-Search?regionId=5931&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 1 - May 3](https://www.expedia.com/Hotel-Search?regionId=5931&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[May 29 - May 31](https://www.expedia.com/Hotel-Search?regionId=5931&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Chester vacation rentals

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120040000/120034500/120034411/34ad09f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/121000000/120040000/120034500/120034411/45a96478.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, stereo](https://images.trvl-media.com/lodging/121000000/120040000/120034500/120034411/694b4c17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, stereo](https://images.trvl-media.com/lodging/121000000/120040000/120034500/120034411/8dee83d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Vibe: 3BR- Wedding-Ready Retreat with King Comfort & Fire Pit on 10 acres

[](https://www.expedia.com/Providence-Forge-Hotels-The-Vibe-3BR-Wedding-Ready-Retreat-With-King-Comfort-Fire-Pit-On-10-Acres.h120034411.Hotel-Information)

Charles City County

10/10

Exceptional

(4 reviews)

"Amazing Stay. Very helpful & has everything you need . We will be coming back soon . Thank You James ! "

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Travis K.

$386 nightly

$413 total

Feb 9 - Feb 10

Total with taxes and fees

[](https://www.expedia.com/Providence-Forge-Hotels-The-Vibe-3BR-Wedding-Ready-Retreat-With-King-Comfort-Fire-Pit-On-10-Acres.h120034411.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/27000000/26840000/26832100/26832035/4bcf03c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books, stereo](https://images.trvl-media.com/lodging/27000000/26840000/26832100/26832035/abb26aa5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/27000000/26840000/26832100/26832035/7b6d4f7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/27000000/26840000/26832100/26832035/5d9f1c91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### A Cozy And Classic Hatteras 43' Yacht In One Of The Best James River Locations

[](https://www.expedia.com/Richmond-Hotels-A-Cozy-And-Classic-Hatteras-43-Yacht-In-One-Of-The-Best-James-River-Locations.h26832035.Hotel-Information)

Richmond

9.6/10

Exceptional

(114 reviews)

"2nd time staying at this property and definitely won’t be the last! Amazing location and great host."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Alexis S.

$185 nightly

$211 total

Feb 8 - Feb 9

Total with taxes and fees

[](https://www.expedia.com/Richmond-Hotels-A-Cozy-And-Classic-Hatteras-43-Yacht-In-One-Of-The-Best-James-River-Locations.h26832035.Hotel-Information)

![1 bedroom, in-room safe, free WiFi, bed sheets](https://images.trvl-media.com/lodging/88000000/87720000/87720000/87719977/1253f2ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Combined shower/tub, hair dryer, bidet, towels](https://images.trvl-media.com/lodging/88000000/87720000/87720000/87719977/863caec8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/88000000/87720000/87720000/87719977/f8e24e98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/88000000/87720000/87720000/87719977/815ddcd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Magnolias, a chill out place.

[](https://www.expedia.com/Richmond-Hotels-Magnolias.h87719977.Hotel-Information)

Richmond

9.4/10

Exceptional

(21 reviews)

"Enjoyed my stay a lot! The property definitely has charm, the experience was very laid back. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Grace

$104 nightly

$119 total

Feb 7 - Feb 8

Total with taxes and fees

[](https://www.expedia.com/Richmond-Hotels-Magnolias.h87719977.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99950000/99942900/99942861/e5b9b70a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/100000000/99950000/99942900/99942861/081df61f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/100000000/99950000/99942900/99942861/fa8faa3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/100000000/99950000/99942900/99942861/d4e2f722.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Studio@ Eanes Drug

[](https://www.expedia.com/Richmond-Hotels-The-Studio-Eanes-DrugStylish-Studio-Apartment-In-The-Heart-Of-Church-Hill.h99942861.Hotel-Information)

Church Hill

10/10

Exceptional

(59 reviews)

"Room was wonderful, very clean & cozy. Great location!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kirk

$145 nightly

$166 total

Feb 8 - Feb 9

Total with taxes and fees

[](https://www.expedia.com/Richmond-Hotels-The-Studio-Eanes-DrugStylish-Studio-Apartment-In-The-Heart-Of-Church-Hill.h99942861.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/113000000/112470000/112466900/112466860/w907h683x59y0-d8334588.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/113000000/112470000/112466900/112466860/w905h683x59y0-49fe88b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112470000/112466900/112466860/w917h683x48y0-02d15f40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/113000000/112470000/112466900/112466860/w918h683x59y0-cba9e98c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sunny, Spacious Suite Green & Shaded Backyard

[](https://www.expedia.com/Richmond-Hotels-Sunny.h112466860.Hotel-Information)

Northern Barton Heights

10/10

Exceptional

(3 reviews)

"Absolutely no issues during my brief stay with my host. I and my dog particularly enjoyed the backyard space. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Danielle A.

[](https://www.expedia.com/Richmond-Hotels-Sunny.h112466860.Hotel-Information)

![Private kitchen](https://images.trvl-media.com/lodging/125000000/124840000/124834900/124834806/c60bc888.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/125000000/124840000/124834900/124834806/799ea068.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/125000000/124840000/124834900/124834806/0a1c55ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/125000000/124840000/124834900/124834806/6f4afbfd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Forest Hill Apt - 202

[](https://www.expedia.com/Richmond-Hotels-Forest-Hill-Apt-202.h124834806.Hotel-Information)

Woodville

$173 nightly

$197 total

Feb 12 - Feb 13

Total with taxes and fees

[](https://www.expedia.com/Richmond-Hotels-Forest-Hill-Apt-202.h124834806.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/96000000/95480000/95478400/95478318/58b31041.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, stereo, computer monitors](https://images.trvl-media.com/lodging/96000000/95480000/95478400/95478318/c932f820.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/96000000/95480000/95478400/95478318/246526bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, stereo, computer monitors](https://images.trvl-media.com/lodging/96000000/95480000/95478400/95478318/aa9b262c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Superb 3BR W/Balcony Near Capitol Center 

[](https://www.expedia.com/Richmond-Hotels-Superb-3BR-WBalcony-Near-Capitol-Center.h95478318.Hotel-Information)

Chimborazo

9.6/10

Exceptional

(14 reviews)

"I didn’t love the street parking but other than that it was a nice stay."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

K J.

$353 nightly

$403 total

Feb 11 - Feb 12

Total with taxes and fees

[](https://www.expedia.com/Richmond-Hotels-Superb-3BR-WBalcony-Near-Capitol-Center.h95478318.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/114000000/113300000/113299900/113299841/780a4382.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, travel crib, free WiFi, bed sheets](https://images.trvl-media.com/lodging/114000000/113300000/113299900/113299841/e0354dc7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/114000000/113300000/113299900/113299841/cbb87c81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, paper towels](https://images.trvl-media.com/lodging/114000000/113300000/113299900/113299841/2f19b126.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Colorful private guesthouse in charming Richmond with Parking

[](https://www.expedia.com/Richmond-Hotels-Colorful-Studio-In-Charming-Richmond-With-Parking.h113299841.Hotel-Information)

Northern Barton Heights

10/10

Exceptional

(4 reviews)

"Such a fun place to stay! Room is nicely decorated. Easy check in/check out. Never stayed in this part of RVA before. We will definitely stay here again!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Teresa M.

$180 nightly

$206 total

Feb 9 - Feb 10

Total with taxes and fees

[](https://www.expedia.com/Richmond-Hotels-Colorful-Studio-In-Charming-Richmond-With-Parking.h113299841.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/124000000/123010000/123005500/123005489/dcf1d842.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/124000000/123010000/123005500/123005489/1ccc4ca4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/124000000/123010000/123005500/123005489/8229d434.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/124000000/123010000/123005500/123005489/008b49ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Cozy Bungalow: free parking w/fully fenced yard

[](https://www.expedia.com/Richmond-Hotels-The-Cozy-Bungalow-Free-Parking-Wfully-Fenced-Yard.h123005489.Hotel-Information)

Richmond

10/10

Exceptional

(2 reviews)

"Great location! Host responsive!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Rebekah G.

$261 nightly

$286 total

Feb 22 - Feb 23

Total with taxes and fees

[](https://www.expedia.com/Richmond-Hotels-The-Cozy-Bungalow-Free-Parking-Wfully-Fenced-Yard.h123005489.Hotel-Information)

![Living area](https://images.trvl-media.com/lodging/107000000/106990000/106985000/106984903/a4ba0ae0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/107000000/106990000/106985000/106984903/5b8fccfe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/107000000/106990000/106985000/106984903/6497eb80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/107000000/106990000/106985000/106984903/0979a72a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Close to Fort Gregg-Adams, VSU & Southside Medical – Comfort & Convenience

[](https://www.expedia.com/Petersburg-Hotels-Charming-3-Bedroom-House-With-AC-And-WiFi-In-Enchanting-Petersburg.h106984903.Hotel-Information)

Petersburg

9.4/10

Exceptional

(3 reviews)

"Big yard."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Michael O.

[](https://www.expedia.com/Petersburg-Hotels-Charming-3-Bedroom-House-With-AC-And-WiFi-In-Enchanting-Petersburg.h106984903.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/113000000/112900000/112898800/112898774/62a0f27a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/113000000/112900000/112898800/112898774/d6510e38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112900000/112898800/112898774/33f67311.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/113000000/112900000/112898800/112898774/ac44a4e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming 3-bedroom townhome with WiFi in delightful Richmond

[](https://www.expedia.com/Richmond-Hotels-Charming-3-Bedroom-Townhome-With-WiFi-In-Delightful-Richmond.h112898774.Hotel-Information)

Jahnke

10/10

Exceptional

(4 reviews)

"Townhouse was awesome. Plenty of room for 6 people. Pet friendly. Quiet neighborhood. Host Jordan was very helpful and available when needed. We all loved our stay. Would stay again. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Betty C R.

$268 nightly

$306 total

Feb 9 - Feb 10

Total with taxes and fees

[](https://www.expedia.com/Richmond-Hotels-Charming-3-Bedroom-Townhome-With-WiFi-In-Delightful-Richmond.h112898774.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/70000000/69860000/69859600/69859599/3254a4bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, books, offices](https://images.trvl-media.com/lodging/70000000/69860000/69859600/69859599/0d61910d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/70000000/69860000/69859600/69859599/9bf1251f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/70000000/69860000/69859600/69859599/1c9cd425.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Carytown Gem: Family-Friendly Apartment with Yard

[](https://www.expedia.com/Richmond-Hotels-Carytown-HomeFenced-Yard3-TVsFamily-Friendly.h69859599.Hotel-Information)

Carytown

9.8/10

Exceptional

(67 reviews)

"Very nice"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Mary T.

$196 nightly

$215 total

Feb 8 - Feb 9

Total with taxes and fees

[](https://www.expedia.com/Richmond-Hotels-Carytown-HomeFenced-Yard3-TVsFamily-Friendly.h69859599.Hotel-Information)

![1 bedroom, WiFi](https://images.trvl-media.com/lodging/113000000/112470000/112466500/112466447/w1201h900x1y2-781ff4bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/113000000/112470000/112466500/112466447/049b9c97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/113000000/112470000/112466500/112466447/89eb3ac8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/113000000/112470000/112466500/112466447/8887afe5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming 1-bedroom apartment in Mechanicsville

[](https://www.expedia.com/Mechanicsville-Hotels-Charming-1-Bedroom-Apartment-In-Mechanicsville.h112466447.Hotel-Information)

Mechanicsville

10/10

Exceptional

(3 reviews)

"Had a great stay while fishing the james river. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Travis D.

$120 nightly

$138 total

Feb 8 - Feb 9

Total with taxes and fees

[](https://www.expedia.com/Mechanicsville-Hotels-Charming-1-Bedroom-Apartment-In-Mechanicsville.h112466447.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/85000000/84250000/84241300/84241300/6e7ada21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/85000000/84250000/84241300/84241300/bb0e95ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/85000000/84250000/84241300/84241300/9ce9f380.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/85000000/84250000/84241300/84241300/89f79562.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Urban Bloom/King Bed/2TVs/Free Parking/Museums

[](https://www.expedia.com/Richmond-Hotels-G4-KING-BED-Central-Location-Museums-FREE-PARKING.h84241300.Hotel-Information)

Fan District

9.8/10

Exceptional

(49 reviews)

"This property was just what we needed for our quick getaway to Richmond. Everything was either walkable or a short drive away. Mei was a very responsive host, which was awesome. The house was clean and comfy as well. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jessica D.

$152 nightly

$169 total

Feb 16 - Feb 17

Total with taxes and fees

[](https://www.expedia.com/Richmond-Hotels-G4-KING-BED-Central-Location-Museums-FREE-PARKING.h84241300.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/124000000/123640000/123630300/123630235/58272fdb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/124000000/123640000/123630300/123630235/b2522171.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/124000000/123640000/123630300/123630235/3382484b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/124000000/123640000/123630300/123630235/0a7dbb17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Stylish Loft - Shockoe Bottom - Walk to Canal - Historic Apartment

[](https://www.expedia.com/Richmond-Hotels-Stylish-Loft-Shockoe-Bottom-Walk-To-Canal-Historic-Apartment.h123630235.Hotel-Information)

Downtown Richmond

10/10

Exceptional

(1 review)

$252 nightly

$288 total

Feb 9 - Feb 10

Total with taxes and fees

[](https://www.expedia.com/Richmond-Hotels-Stylish-Loft-Shockoe-Bottom-Walk-To-Canal-Historic-Apartment.h123630235.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/85000000/84250000/84241600/84241594/7785e21e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer, towels](https://images.trvl-media.com/lodging/85000000/84250000/84241600/84241594/f880037d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Miscellaneous](https://images.trvl-media.com/lodging/85000000/84250000/84241600/84241594/1e0a89be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/85000000/84250000/84241600/84241594/b4d27ac4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Carytown cozy nest private room Fenced Yard

[](https://www.expedia.com/Richmond-Hotels-Carytown-Cozy-Nest-Private-Room-Fenced-Yard.h84241594.Hotel-Information)

Carytown

9.8/10

Exceptional

(27 reviews)

"Mei, the host, is very communicative and the apartment is spacious, clean and nicely appointed. Awesome location too. You can walk to everything in Carytown. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Heather H.

$123 nightly

$137 total

Feb 8 - Feb 9

Total with taxes and fees

[](https://www.expedia.com/Richmond-Hotels-Carytown-Cozy-Nest-Private-Room-Fenced-Yard.h84241594.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/96000000/95240000/95239600/95239549/181b5747.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/96000000/95240000/95239600/95239549/f8144a4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/96000000/95240000/95239600/95239549/5321a8db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/96000000/95240000/95239600/95239549/5ef5aa18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Historic Haven in Church Hill

[](https://www.expedia.com/Richmond-Hotels-Historic-Haven-In-Church-Hill.h95239549.Hotel-Information)

Church Hill

10/10

Exceptional

(51 reviews)

"Great place, great location!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Janet F.

$150 nightly

$171 total

Mar 8 - Mar 9

Total with taxes and fees

[](https://www.expedia.com/Richmond-Hotels-Historic-Haven-In-Church-Hill.h95239549.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/27000000/26900000/26894500/26894465/559102fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Captain's cabin | 1 bedroom, Egyptian cotton sheets, premium bedding](https://images.trvl-media.com/lodging/27000000/26900000/26894500/26894465/b91f6513.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Captain's cabin | Living room | 40-inch LCD TV with cable channels, TV](https://images.trvl-media.com/lodging/27000000/26900000/26894500/26894465/0237a8fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Captain's cabin | Private kitchen | Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/27000000/26900000/26894500/26894465/41f2deb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cookie B

[](https://www.expedia.com/Richmond-Hotels-Cookie-B.h26894465.Hotel-Information)

Richmond

9.6/10

Exceptional

(8 reviews)

"Was fantastic. Watching the sunrise was so memorable, captain ron was so friendly and stayed in communication well. will visit again. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Reshelle

$263 nightly

$299 total

Feb 7 - Feb 8

Total with taxes and fees

[](https://www.expedia.com/Richmond-Hotels-Cookie-B.h26894465.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/117000000/116820000/116811700/116811643/6c323539.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116820000/116811700/116811643/dd90a0ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/117000000/116820000/116811700/116811643/af2454d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/117000000/116820000/116811700/116811643/e96a9af9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 4-bedroom waterfront homestead near Williamsburg with WiFi, AC. Book now

[](https://www.expedia.com/Lanexa-Hotels-4-Bedroom-Waterfront-Homestead-In-Enchanting-Lanexa-With-WiFi.h116811643.Hotel-Information)

Lanexa

10/10

Exceptional

(3 reviews)

"First and foremost, the property was excellent! The host, Michael was extremely welcoming and kind. The property is in top condition with new everything! The seclusion and lakefront location was to die for. Highly recommend this property as we will be back! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kelly B.

$706 nightly

$762 total

Feb 28 - Mar 1

Total with taxes and fees

[](https://www.expedia.com/Lanexa-Hotels-4-Bedroom-Waterfront-Homestead-In-Enchanting-Lanexa-With-WiFi.h116811643.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/92000000/91320000/91312800/91312766/5d930964.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/92000000/91320000/91312800/91312766/063a20b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/92000000/91320000/91312800/91312766/04b61537.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/92000000/91320000/91312800/91312766/16e5cdaa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Red Juniper Retreat 

[](https://www.expedia.com/New-Kent-Hotels-Private-Home-Pet-Friendly-WFenced-Yard-25-Min-To-Williamsburg-And-Richmond.h91312766.Hotel-Information)

New Kent

10/10

Exceptional

(24 reviews)

"Excellent!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

H

$660 nightly

$713 total

Feb 8 - Feb 9

Total with taxes and fees

[](https://www.expedia.com/New-Kent-Hotels-Private-Home-Pet-Friendly-WFenced-Yard-25-Min-To-Williamsburg-And-Richmond.h91312766.Hotel-Information)

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

[View all properties](https://expedia.com/Hotel-Search?startDate=2026-02-20&endDate=2026-02-21&regionId=5931&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Cabins

[](https://www.expedia.com/Hotel-Search?destination=Chester%2C+Virginia%2C+United+States+of+America&regionId=5931&latLong=37.35667%2C-77.445282&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=CABIN)

Private vacation homes

[](https://www.expedia.com/Hotel-Search?destination=Chester%2C+Virginia%2C+United+States+of+America&regionId=5931&latLong=37.35667%2C-77.445282&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=VACATION_HOME)

Apartments

[](https://www.expedia.com/Hotel-Search?destination=Chester%2C+Virginia%2C+United+States+of+America&regionId=5931&latLong=37.35667%2C-77.445282&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=APARTMENT)

Cottages

[](https://www.expedia.com/Hotel-Search?destination=Chester%2C+Virginia%2C+United+States+of+America&regionId=5931&latLong=37.35667%2C-77.445282&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=COTTAGE)

Houseboats

[](https://www.expedia.com/Hotel-Search?destination=Chester%2C+Virginia%2C+United+States+of+America&regionId=5931&latLong=37.35667%2C-77.445282&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=HOUSE_BOAT)

Condos

[](https://www.expedia.com/Hotel-Search?destination=Chester%2C+Virginia%2C+United+States+of+America&regionId=5931&latLong=37.35667%2C-77.445282&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=CONDO)

Villas

[](https://www.expedia.com/Hotel-Search?destination=Chester%2C+Virginia%2C+United+States+of+America&regionId=5931&latLong=37.35667%2C-77.445282&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=VILLA)

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## Top Chester Hotel Reviews

![SpringHill Suites Chester](https://images.trvl-media.com/lodging/76000000/75960000/75958900/75958849/46736a9c_y.jpg)

### SpringHill Suites Chester

10/10 Excellent

"Excellent "

[](https://expedia.com/Richmond-Hotels-SpringHill-Suites-By-Marriott-Chester.h75958849.Hotel-Information)

![Country Inn & Suites by Radisson, Chester, VA](https://images.trvl-media.com/lodging/2000000/1770000/1768500/1768436/cd622cb8_y.jpg)

### Country Inn & Suites by Radisson, Chester, VA

10/10 Excellent

"Clean room and very pleasant office staff."

[](https://expedia.com/Richmond-Hotels-Country-Inn-Suites-By-Radisson.h1768436.Hotel-Information)

![The Berkeley Hotel](https://images.trvl-media.com/lodging/1000000/10000/1900/1860/2c75da2c_y.jpg)

### The Berkeley Hotel

10/10 Excellent

"Renovated room ... modern touches (old rooms were nice too). Very nice room"

[](https://expedia.com/Richmond-Hotels-The-Berkeley-Hotel.h1860.Hotel-Information)

![Regency Inn Richmond](https://images.trvl-media.com/lodging/1000000/20000/13900/13851/d4110985_y.jpg)

### Regency Inn Richmond

10/10 Excellent

"Yes"

[](https://expedia.com/Richmond-Hotels-Regency-Inn-Richmond.h13851.Hotel-Information)

![The Jefferson Hotel](https://images.trvl-media.com/lodging/10000000/9870000/9868600/9868548/c8b04136_y.jpg)

### The Jefferson Hotel

10/10 Excellent

"They pay attention to every detail. Everything about my stay was five out of five stars. It is a beautiful hotel with great service."

[](https://expedia.com/Richmond-Hotels-The-Jefferson-Hotel.h9868548.Hotel-Information)

![The Commonwealth](https://images.trvl-media.com/lodging/1000000/40000/39900/39891/901fb2f8_y.jpg)

### The Commonwealth

10/10 Excellent

"Everyone is friendly and helpful. We LOVED Kinesha (valet)! "

[](https://expedia.com/Richmond-Hotels-The-Commonwealth.h39891.Hotel-Information)

![Country Inn & Suites by Radisson, Richmond I-95 South, VA](https://images.trvl-media.com/lodging/1000000/590000/581100/581089/82e069a6_y.jpg)

### Country Inn & Suites by Radisson, Richmond I-95 South, VA

10/10 Excellent

"Courteous staff, easy check in and check out."

[](https://expedia.com/Richmond-Hotels-Country-Inn-Suites-By-Radisson.h581089.Hotel-Information)

![Graduate by Hilton Richmond](https://images.trvl-media.com/lodging/18000000/17730000/17726000/17725982/88437c87_y.jpg)

### Graduate by Hilton Richmond

10/10 Excellent

"Cute hotel, comfortable and would totally come back!"

[](https://expedia.com/Richmond-Hotels-Graduate-Richmond.h17725982.Hotel-Information)

![Quirk Hotel Richmond](https://images.trvl-media.com/lodging/12000000/11590000/11581300/11581272/65e09bc1_y.jpg)

### Quirk Hotel Richmond

10/10 Excellent

"The staff are incredibly friendly and attentive. The rooms are spacious, comfortable, and feature excellent showers. The food at the hotel is outstanding, and the location is a major highlight. Being in the arts district, there are plenty of interesting spots to explore, along with great coffee shops and restaurants nearby if you choose not to dine at the hotel."

[](https://expedia.com/Richmond-Hotels-Quirk-Hotel-Richmond.h11581272.Hotel-Information)

## Find out more about Chester

**Everything you need to know about Chester vacation rentals**

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Chester vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Chester vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

**Chester vacation rentals: An excellent choice for every season**

Whenever you want to travel, a warm welcome awaits you in Chester. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Chester in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $85 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

**How to find incredible deals on Chester rentals**

At Expedia, we put the best Chester vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Chester rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Chester vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Chester. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

## Explore a world of travel with Expedia

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- [Vacation Homes in Chester ](https://expedia.com/Chester-Private-Vacation-Homes.d5931-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Apartments in Chester ](https://expedia.com/Chester-Apartments.d5931-aaApartments.Travel-Guide-Accommodation)
- [Cottages in Chester ](https://expedia.com/Chester-Cottages.d5931-aaCottages.Travel-Guide-Accommodation)
- [Motels in Chester ](https://expedia.com/Chester-Motels.d5931-aaMotels.Travel-Guide-Accommodation)
- [Condo Rentals in Chester ](https://expedia.com/Chester-Condos.d5931-aaCondos.Travel-Guide-Accommodation)
- [B&B in Chester ](https://expedia.com/Chester-Bed-And-Breakfast.d5931-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Houseboats in Chester ](https://expedia.com/Chester-Houseboats.d5931-aaHouseboats.Travel-Guide-Accommodation)
- [Cabin Rentals in Chester ](https://expedia.com/Chester-Cabins.d5931-aaCabins.Travel-Guide-Accommodation)
- [Villas in Chester ](https://expedia.com/Chester-Villas.d5931-aaVillas.Travel-Guide-Accommodation)
- [Guest Houses in Chester ](https://expedia.com/Chester-Guest-Houses.d5931-aaGuestHouses.Travel-Guide-Accommodation)
- [Aparthotels in Chester ](https://expedia.com/Chester-Apart-Hotels.d5931-aaApartHotels.Travel-Guide-Accommodation)
- [Farmstay in Chester ](https://expedia.com/Chester-Agritourism.d5931-aaAgritourism.Travel-Guide-Accommodation)

## Frequently asked questions

### Can I find vacation rentals in Chester?

### What's the top vacation rental in Chester?

### How many vacation rentals are there in Chester?

### What’s there to see and do in Chester?

### What’s a vacation rental in Chester like?

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- [Glen Allen Pet-friendly Hotels](https://expedia.com/Glen-Allen-Hotels-Pet-Friendly-Hotel.0-0-d7357-tPetfriendlyHotel.Travel-Guide-Filter-Hotels)
- [Best Hotels in Sandston](https://expedia.com/Sandston-Hotels.d6659.Travel-Guide-Hotels)
- [Sandston Pet-friendly Hotels](https://expedia.com/Sandston-Hotels-Pet-Friendly-Hotel.0-0-d6659-tPetfriendlyHotel.Travel-Guide-Filter-Hotels)
- [Best Hotels in Mechanicsville](https://expedia.com/Mechanicsville-Hotels.d180846.Travel-Guide-Hotels)
- [Best Hotels in Glen Allen](https://expedia.com/Glen-Allen-Hotels.d7357.Travel-Guide-Hotels)
- [Best Hotels in Doswell](https://expedia.com/Doswell-Hotels.d10222.Travel-Guide-Hotels)

Flights

- [Flights to RIC](https://expedia.com/Cheap-Flights-To-Doswell.d10222.Travel-Guide-Flights)
- [Flights to RIC](https://expedia.com/Cheap-Flights-To-Glen-Allen.d7357.Travel-Guide-Flights)
- [Flights to RIC](https://expedia.com/Cheap-Flights-To-Ashland.d6292.Travel-Guide-Flights)
- [Flights to RIC](https://expedia.com/Cheap-Flights-To-Mechanicsville.d180846.Travel-Guide-Flights)

Cars

- [Car rentals in Midlothian](https://expedia.com/Car-Rentals-In-Midlothian.d8665.Car-Rental-Guide)
- [Enterprise Car Rentals In Mechanicsville](https://expedia.com/Enterprise-Car-Rentals-In-Mechanicsville.d180846-c15.Car-Rental-Guide-Suppliers)
- [Hertz Car Rentals In Colonial Heights](https://expedia.com/Hertz-Car-Rentals-In-Colonial-Heights.d7355-c40.Car-Rental-Guide-Suppliers)
- [Car rentals in Glen Allen](https://expedia.com/Car-Rentals-In-Glen-Allen.d7357.Car-Rental-Guide)
- [Car rentals in Ashland](https://expedia.com/Car-Rentals-In-Ashland.d6292.Car-Rental-Guide)
- [Car rentals in Mechanicsville](https://expedia.com/Car-Rentals-In-Mechanicsville.d180846.Car-Rental-Guide)
- [Enterprise Car Rentals In Colonial Heights](https://expedia.com/Enterprise-Car-Rentals-In-Colonial-Heights.d7355-c15.Car-Rental-Guide-Suppliers)
- [Car rentals in Sandston](https://expedia.com/Car-Rentals-In-Sandston.d6659.Car-Rental-Guide)
- [Car rentals in Colonial Heights](https://expedia.com/Car-Rentals-In-Colonial-Heights.d7355.Car-Rental-Guide)

Activities

- [Things to do in Glen Allen](https://expedia.com/Things-To-Do-In-Glen-Allen.d7357.Travel-Guide-Activities)
- [Things to do in Sandston](https://expedia.com/Things-To-Do-In-Sandston.d6659.Travel-Guide-Activities)
- [Things to do in Ashland](https://expedia.com/Things-To-Do-In-Ashland.d6292.Travel-Guide-Activities)
- [Things to do in Midlothian](https://expedia.com/Things-To-Do-In-Midlothian.d8665.Travel-Guide-Activities)

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