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Chesterfield Vacation Rentals

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Bedrooms

Bathrooms

Amenities

Suitability

Property type

Distinctive Features

Distance from

5 mi
50 rentals in Chesterfield.
RV Get-a-way in Pocahontas State Park, vacation rental in Chesterfield
RV Get-a-way in Pocahontas State Park, vacation rental in Chesterfield
RV Get-a-way in Pocahontas State Park, vacation rental in Chesterfield

RV Get-a-way in Pocahontas State Park

Rental Home
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Sunne Days, vacation rental in Chesterfield
Sunne Days, vacation rental in Chesterfield
Sunne Days, vacation rental in Chesterfield

Sunne Days

Rental Home
2 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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Location! Location!  Secluded Three bedrooms Brick Ranch includes utilities, vacation rental in Chesterfield
Location! Location!  Secluded Three bedrooms Brick Ranch includes utilities, vacation rental in Chesterfield
Location! Location!  Secluded Three bedrooms Brick Ranch includes utilities, vacation rental in Chesterfield

Location! Location! Secluded Three bedrooms Brick Ranch includes utilities

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Cheerful 4-Bedroom Southside Home, vacation rental in Chesterfield
Cheerful 4-Bedroom Southside Home, vacation rental in Chesterfield
Cheerful 4-Bedroom Southside Home, vacation rental in Chesterfield

Cheerful 4-Bedroom Southside Home

Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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A cheerful home in Chesterfield, vacation rental in Chesterfield
A cheerful home in Chesterfield, vacation rental in Chesterfield
A cheerful home in Chesterfield, vacation rental in Chesterfield

A cheerful home in Chesterfield

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Charming Cul-de-sac Retreat | Double Master + Garage + Home Office, vacation rental in Chesterfield
Charming Cul-de-sac Retreat | Double Master + Garage + Home Office, vacation rental in Chesterfield
Charming Cul-de-sac Retreat | Double Master + Garage + Home Office, vacation rental in Chesterfield

Charming Cul-de-sac Retreat | Double Master + Garage + Home Office

Rental Home
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
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A Dreamy and Whimsical Getaway Chesterfield/Richmond, vacation rental in Chesterfield
A Dreamy and Whimsical Getaway Chesterfield/Richmond, vacation rental in Chesterfield
A Dreamy and Whimsical Getaway Chesterfield/Richmond, vacation rental in Chesterfield

A Dreamy and Whimsical Getaway Chesterfield/Richmond

Rental Home
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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The following properties within 20 miles of Chesterfield match all your filters:
Entire house, very private.  Close to everything., vacation rental in Chesterfield
Entire house, very private.  Close to everything., vacation rental in Chesterfield
Entire house, very private.  Close to everything., vacation rental in Chesterfield

Entire house, very private. Close to everything.

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Entire Home - Close to everything., vacation rental in Chesterfield
Entire Home - Close to everything., vacation rental in Chesterfield
Entire Home - Close to everything., vacation rental in Chesterfield

Entire Home - Close to everything.

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Recline at Timberline! Family friendly!, vacation rental in Chesterfield
Recline at Timberline! Family friendly!, vacation rental in Chesterfield
Recline at Timberline! Family friendly!, vacation rental in Chesterfield

Recline at Timberline! Family friendly!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Serenity in the Suburbs: Your Gorgeous RVA Getaway, vacation rental in Chesterfield
Serenity in the Suburbs: Your Gorgeous RVA Getaway, vacation rental in Chesterfield
Serenity in the Suburbs: Your Gorgeous RVA Getaway, vacation rental in Chesterfield

Serenity in the Suburbs: Your Gorgeous RVA Getaway

Rental Home
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
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A Warm and Cozy 50' Houseboat in a Quaint and Peaceful Marina near the city, vacation rental in Chesterfield
A Warm and Cozy 50' Houseboat in a Quaint and Peaceful Marina near the city, vacation rental in Chesterfield
A Warm and Cozy 50' Houseboat in a Quaint and Peaceful Marina near the city, vacation rental in Chesterfield

A Warm and Cozy 50' Houseboat in a Quaint and Peaceful Marina near the city

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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The Blue Door free parking, vacation rental in Chesterfield
The Blue Door free parking, vacation rental in Chesterfield
The Blue Door free parking, vacation rental in Chesterfield

The Blue Door free parking

Rental Home
3 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Beautiful home 15 minutes from Downtown/ VCU, vacation rental in Chesterfield
Beautiful home 15 minutes from Downtown/ VCU, vacation rental in Chesterfield
Beautiful home 15 minutes from Downtown/ VCU, vacation rental in Chesterfield

Beautiful home 15 minutes from Downtown/ VCU

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Kelsea's Korner - Awesome 900sf studio!, vacation rental in Chesterfield
Kelsea's Korner - Awesome 900sf studio!, vacation rental in Chesterfield
Kelsea's Korner - Awesome 900sf studio!, vacation rental in Chesterfield

Kelsea's Korner - Awesome 900sf studio!

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Sindi the RV-Private, Secluded,  Stationary, vacation rental in Chesterfield
Sindi the RV-Private, Secluded,  Stationary, vacation rental in Chesterfield
Sindi the RV-Private, Secluded,  Stationary, vacation rental in Chesterfield

Sindi the RV-Private, Secluded, Stationary

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Private bedroom and bath!, vacation rental in Chesterfield
Private bedroom and bath!, vacation rental in Chesterfield
Private bedroom and bath!, vacation rental in Chesterfield

Private bedroom and bath!

Rental Home
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
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Stylish & Modern Free Parking, vacation rental in Chesterfield
Stylish & Modern Free Parking, vacation rental in Chesterfield
Stylish & Modern Free Parking, vacation rental in Chesterfield

Stylish & Modern Free Parking

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
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Luxurious Sky-high Comfy RVA, vacation rental in Chesterfield
Luxurious Sky-high Comfy RVA, vacation rental in Chesterfield
Luxurious Sky-high Comfy RVA, vacation rental in Chesterfield

Luxurious Sky-high Comfy RVA

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
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Richmond Luxury Suite Free parking Wi-fi, vacation rental in Chesterfield
Richmond Luxury Suite Free parking Wi-fi, vacation rental in Chesterfield
Richmond Luxury Suite Free parking Wi-fi, vacation rental in Chesterfield

Richmond Luxury Suite Free parking Wi-fi

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Luxe 1 Bdrm in Scott’s Addition, vacation rental in Chesterfield
Luxe 1 Bdrm in Scott’s Addition, vacation rental in Chesterfield
Luxe 1 Bdrm in Scott’s Addition, vacation rental in Chesterfield

Luxe 1 Bdrm in Scott’s Addition

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Relaxing Farmhouse: Basement Apartment. 8 minutes from 95!, vacation rental in Chesterfield
Relaxing Farmhouse: Basement Apartment. 8 minutes from 95!, vacation rental in Chesterfield
Relaxing Farmhouse: Basement Apartment. 8 minutes from 95!, vacation rental in Chesterfield

Relaxing Farmhouse: Basement Apartment. 8 minutes from 95!

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
More info
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The Uptown - Chic1BR apt in the heart of Midlothian!, vacation rental in Chesterfield
The Uptown - Chic1BR apt in the heart of Midlothian!, vacation rental in Chesterfield
The Uptown - Chic1BR apt in the heart of Midlothian!, vacation rental in Chesterfield

The Uptown - Chic1BR apt in the heart of Midlothian!

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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BEAUTIFUL Home in SW Richmond3 BED 2 FULL BATH, vacation rental in Chesterfield
BEAUTIFUL Home in SW Richmond3 BED 2 FULL BATH, vacation rental in Chesterfield
BEAUTIFUL Home in SW Richmond3 BED 2 FULL BATH, vacation rental in Chesterfield

BEAUTIFUL Home in SW Richmond3 BED 2 FULL BATH

Rental Home
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
More info
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Boomer's pad, vacation rental in Chesterfield
Boomer's pad, vacation rental in Chesterfield
Boomer's pad, vacation rental in Chesterfield

Boomer's pad

Rental Home
3 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
More info
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LuxStay: Upscale Temp Haven, vacation rental in Chesterfield
LuxStay: Upscale Temp Haven, vacation rental in Chesterfield
LuxStay: Upscale Temp Haven, vacation rental in Chesterfield

LuxStay: Upscale Temp Haven

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Upscale Living, vacation rental in Chesterfield
Upscale Living, vacation rental in Chesterfield
Upscale Living, vacation rental in Chesterfield

Upscale Living

Rental Home
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
More info
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Quiet Cozy Modern Oasis Minutes To Downtown RVA!, vacation rental in Chesterfield
Quiet Cozy Modern Oasis Minutes To Downtown RVA!, vacation rental in Chesterfield
Quiet Cozy Modern Oasis Minutes To Downtown RVA!, vacation rental in Chesterfield

Quiet Cozy Modern Oasis Minutes To Downtown RVA!

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Come vacation at our Family Friendly Basement!, vacation rental in Chesterfield
Come vacation at our Family Friendly Basement!, vacation rental in Chesterfield
Come vacation at our Family Friendly Basement!, vacation rental in Chesterfield

Come vacation at our Family Friendly Basement!

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Duplex Apt (Moonlight Suite), vacation rental in Chesterfield
Duplex Apt (Moonlight Suite), vacation rental in Chesterfield
Duplex Apt (Moonlight Suite), vacation rental in Chesterfield

Duplex Apt (Moonlight Suite)

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Modern Comforts, Classic Charm: Neighborhood Gem, vacation rental in Chesterfield
Modern Comforts, Classic Charm: Neighborhood Gem, vacation rental in Chesterfield
Modern Comforts, Classic Charm: Neighborhood Gem, vacation rental in Chesterfield

Modern Comforts, Classic Charm: Neighborhood Gem

Rental Home
3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
More info
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Luxury townhome w/Private guest floor, vacation rental in Chesterfield
Luxury townhome w/Private guest floor, vacation rental in Chesterfield
Luxury townhome w/Private guest floor, vacation rental in Chesterfield

Luxury townhome w/Private guest floor

Rental Home
1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
More info
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Perfect Charm & Comfort Getaway, vacation rental in Chesterfield
Perfect Charm & Comfort Getaway, vacation rental in Chesterfield
Perfect Charm & Comfort Getaway, vacation rental in Chesterfield

Perfect Charm & Comfort Getaway

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Secluded with a pond in a Nat’l Park, 20 minutes from Downtown Richmond, VA, vacation rental in Chesterfield
Secluded with a pond in a Nat’l Park, 20 minutes from Downtown Richmond, VA, vacation rental in Chesterfield
Secluded with a pond in a Nat’l Park, 20 minutes from Downtown Richmond, VA, vacation rental in Chesterfield

Secluded with a pond in a Nat’l Park, 20 minutes from Downtown Richmond, VA

Rental Home
1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
More info
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Duplex Apt (Sunshine Suite), vacation rental in Chesterfield
Duplex Apt (Sunshine Suite), vacation rental in Chesterfield
Duplex Apt (Sunshine Suite), vacation rental in Chesterfield

Duplex Apt (Sunshine Suite)

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Free Parking Wifi, Midlothian Quality Stay, vacation rental in Chesterfield
Free Parking Wifi, Midlothian Quality Stay, vacation rental in Chesterfield
Free Parking Wifi, Midlothian Quality Stay, vacation rental in Chesterfield

Free Parking Wifi, Midlothian Quality Stay

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Cozy shared home located just minutes away from Downtown, vacation rental in Chesterfield
Cozy shared home located just minutes away from Downtown, vacation rental in Chesterfield
Cozy shared home located just minutes away from Downtown, vacation rental in Chesterfield

Cozy shared home located just minutes away from Downtown

Rental Home
2 bedrooms
2 bathrooms
Sleeps 2
Match: Sleeps
More info
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Cozy Cabin *James River; Live/Work/Play Experience, vacation rental in Chesterfield
Cozy Cabin *James River; Live/Work/Play Experience, vacation rental in Chesterfield
Cozy Cabin *James River; Live/Work/Play Experience, vacation rental in Chesterfield

Cozy Cabin *James River; Live/Work/Play Experience

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Luxury living Richmond city, vacation rental in Chesterfield
Luxury living Richmond city, vacation rental in Chesterfield
Luxury living Richmond city, vacation rental in Chesterfield

Luxury living Richmond city

Rental Home
3 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
More info
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Renovated Modern Stylish “Vibrant” 4bdrm Home, vacation rental in Chesterfield
Renovated Modern Stylish “Vibrant” 4bdrm Home, vacation rental in Chesterfield
Renovated Modern Stylish “Vibrant” 4bdrm Home, vacation rental in Chesterfield

Renovated Modern Stylish “Vibrant” 4bdrm Home

Rental Home
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
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Prime location! Minutes to RVA downtown, UVA, and top hospitals. Act now!, vacation rental in Chesterfield
Prime location! Minutes to RVA downtown, UVA, and top hospitals. Act now!, vacation rental in Chesterfield
Prime location! Minutes to RVA downtown, UVA, and top hospitals. Act now!, vacation rental in Chesterfield

Prime location! Minutes to RVA downtown, UVA, and top hospitals. Act now!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Spacious 3-bedroom townhouse with 2 1/2 baths., vacation rental in Chesterfield
Spacious 3-bedroom townhouse with 2 1/2 baths., vacation rental in Chesterfield
Spacious 3-bedroom townhouse with 2 1/2 baths., vacation rental in Chesterfield

Spacious 3-bedroom townhouse with 2 1/2 baths.

Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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Simple, Spacious and Clean House, vacation rental in Chesterfield
Simple, Spacious and Clean House, vacation rental in Chesterfield
Simple, Spacious and Clean House, vacation rental in Chesterfield

Simple, Spacious and Clean House

Rental Home
4 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
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Bridge at the Appomattox - Cozy Safe Home Security Utilities Internet Included, vacation rental in Chesterfield
Bridge at the Appomattox - Cozy Safe Home Security Utilities Internet Included, vacation rental in Chesterfield
Bridge at the Appomattox - Cozy Safe Home Security Utilities Internet Included, vacation rental in Chesterfield

Bridge at the Appomattox - Cozy Safe Home Security Utilities Internet Included

Rental Home
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
More info
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Charming fully furnished 3/2.5, vacation rental in Chesterfield
Charming fully furnished 3/2.5, vacation rental in Chesterfield
Charming fully furnished 3/2.5, vacation rental in Chesterfield

Charming fully furnished 3/2.5

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
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Family friendly home near city of Richmond, vacation rental in Chesterfield
Family friendly home near city of Richmond, vacation rental in Chesterfield
Family friendly home near city of Richmond, vacation rental in Chesterfield

Family friendly home near city of Richmond

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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Comfortable, Clean and Clutter Free - Pet Friendly, vacation rental in Chesterfield
Comfortable, Clean and Clutter Free - Pet Friendly, vacation rental in Chesterfield
Comfortable, Clean and Clutter Free - Pet Friendly, vacation rental in Chesterfield

Comfortable, Clean and Clutter Free - Pet Friendly

Rental Home
5 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
More info
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Six Bedroom Chesterfield Spacious Retreat, vacation rental in Chesterfield
Six Bedroom Chesterfield Spacious Retreat, vacation rental in Chesterfield
Six Bedroom Chesterfield Spacious Retreat, vacation rental in Chesterfield

Six Bedroom Chesterfield Spacious Retreat

Rental Home
5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
More info
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Cozy Cabin in the Suberb, vacation rental in Chesterfield
Cozy Cabin in the Suberb, vacation rental in Chesterfield
Cozy Cabin in the Suberb, vacation rental in Chesterfield

Cozy Cabin in the Suberb

Rental Home
6 bedrooms
2 bathrooms
Sleeps 11
Match: Sleeps
More info
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S- Cheerful- 1 Bedroom residential home In Richmond, vacation rental in Chesterfield
S- Cheerful- 1 Bedroom residential home In Richmond, vacation rental in Chesterfield
S- Cheerful- 1 Bedroom residential home In Richmond, vacation rental in Chesterfield

S- Cheerful- 1 Bedroom residential home In Richmond

Rental Home
1 bedroom
1 bathroom
Sleeps 29
Match: Sleeps
More info
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Frequently Asked Questions about Chesterfield