Chesterfield Vacation Homes

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Our top choices for Chesterfield holiday homes

Coffee/tea maker, fridge, microwave, oven

1. Qualla Park

Chesterfield County

Shannon W.

HK$3,423 total

includes taxes & fees

2 Aug - 3 Aug

2. The Lily Pad RVA- Charming Hidden Gem in the Southside of Richmond, Va.

Davee Gardens

HK$6,659 total

includes taxes & fees

15 Aug - 16 Aug

3. Urban Richmond Retreat w/ Rooftop, Hot Tub & Sauna

Manchester

HK$6,032 total

includes taxes & fees

5 Aug - 6 Aug

4. Newly finished basement suite in Midlothian. Very clean and spacious.

Midlothian

Jeannie C.

HK$1,670 total

includes taxes & fees

27 Aug - 28 Aug

3 bedrooms, desk, iron/ironing board, free WiFi

5. Family friendly! Recline at Timberline..

South chesterfield

James W.

6. Private bedroom and bath!

Midlothian

Ridge W.

HK$1,823 total

includes taxes & fees

6 Aug - 7 Aug

7. Private Garden Home w/ Large Fenced Yard + Gazebo

Broad Rock

"We had a great stay here for two nights! The beds were extremely comfortable and it was quiet and peaceful sleeping there both nights. We enjoyed the backyard very much - both our pets and kids. My son thought the gazebo with twinkle lights out back was so magical. :) We appreciate the cleanliness of the place and would only have appreciated a little space with maybe kids’ books, puzzles, or blocks or something. My young kiddos go crazy for those things when we stay at vacation rentals and it...

Stacie C.

HK$2,770 total

includes taxes & fees

25 Aug - 26 Aug

8. Charming 1-bedroom suite with WiFi and AC in Bon Air

Bon Air

Jessica H.

HK$2,530 total

includes taxes & fees

7 Aug - 8 Aug

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Top Chesterfield Hotel Reviews

The Commonwealth

10/10 Excellent

"This is our second time staying at The Commonwealth. Such a beautiful place with spacious rooms, that are quiet and cold(great for hot flashes!) We were in town for a concert around the corner. Perfect spot to walk to the venue."

Drury Plaza Hotel Richmond

10/10 Excellent

"⭐⭐⭐⭐⭐ This was our first time staying at a Drury, and we were really impressed! The hotel was clean, the staff was friendly, and the evening kickback with complimentary drinks and food was a great surprise. It definitely added a lot of value to our stay. What stood out the most was the management team. They were constantly cleaning, checking on guests, and making sure everything was running smoothly. You could tell they genuinely cared, and it made the whole experience even better. The only issue we ran into was with the laundry room. One of the washers had rocks and sand inside, the detergent dispenser was missing, and the credit card payment system wouldn’t connect to the Wi-Fi. We had already put our clothes in the washer, only to have to move everything to another machine. After multiple issues, we ended up just taking our clothes out and skipped doing laundry altogether. That one inconvenience aside, we had a wonderful stay and would absolutely choose Drury again. If the laundry room gets a little attention, it would be a perfect experience!"

Virginia Crossings Hotel, Tapestry Collection by Hilton

10/10 Excellent

"I love this place. It’s a bit secluded which was nice. We were so tired, we just wanted to get hot showers, food, and crash. The bed was very comfy, the water was hot and room service was excellent. The food was delivered fast and the taste was phenomenal."

Best Western PLUS Executive Hotel

10/10 Excellent

"The staff was great, the breakfast and pool were good. The bed and rooms were comfortable. If you plan to use the laundry brig your own quarters. The machines use cards but to buy detergent and softener you need quarters and the hotel doesn't have a coin machine or any at the desk."

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