Holiday rentals near Castlewood
We found holiday rentals — enter your dates for availability
Choose the perfect holiday home that's near Castlewood. Holiday rentals provide the best amenities for you and your friends, family or even pets, such as parking and a TV. You'll be able to choose a property to rent that has what everyone needs, including options that are accessible or non-smoking.
Holiday rentals with weekly discounts - Castlewood
Showing deals for:3 Oct - 10 Oct
Image gallery for 1830's House in Historic Old Towne Petersburg, VA
9.69.6 out of 10 rating
Exceptional
(10 reviews)
1830's House in Historic Old Towne Petersburg, VA
Petersburg, VA
7% off
Price is AU$1,555
AU$1,555
AU$222 per night
includes taxes & fees
Image gallery for The Studio@ Eanes Drug
1010 out of 10 rating
Exceptional
(11 reviews)
The Studio@ Eanes Drug
Richmond, VA
7% off
Price is AU$1,559
AU$1,559
AU$223 per night
includes taxes & fees
Image gallery for Cozy 1-bedroom apartment in enchanting Richmond with WiFi, fitness room, pool
8.48.4 out of 10 rating
Very good
(5 reviews)
Cozy 1-bedroom apartment in enchanting Richmond with WiFi, fitness room, pool
Richmond, VA
6% off
Price is AU$1,607
AU$1,607
AU$230 per night
includes taxes & fees
Image gallery for A Warm and Cozy 50' Houseboat in gated, quaint and peaceful marina near the city
9.69.6 out of 10 rating
Exceptional
(213 reviews)
A Warm and Cozy 50' Houseboat in gated, quaint and peaceful marina near the city
Richmond, VA
7% off
Price is AU$1,647
AU$1,647
AU$235 per night
includes taxes & fees
Image gallery for The "Blissful Bungalow” your home away from home.
1010 out of 10 rating
Exceptional
(6 reviews)
The "Blissful Bungalow” your home away from home.
Petersburg, VA
7% off
Price is AU$2,054
AU$2,054
AU$293 per night
includes taxes & fees
Image gallery for The Cozy Rancher | Petersburg | King Bed
1010 out of 10 rating
Exceptional
(30 reviews)
The Cozy Rancher | Petersburg | King Bed
Petersburg, VA
7% off
Price is AU$2,150
AU$2,150
AU$307 per night
includes taxes & fees
Image gallery for Westhampton Guest House
9.69.6 out of 10 rating
Exceptional
(8 reviews)
Westhampton Guest House
Richmond, VA
7% off
Price is AU$2,181
AU$2,181
AU$312 per night
includes taxes & fees
Image gallery for Prime location! Minutes to RVA downtown, UVA, and top hospitals. Act now!
1010 out of 10 rating
Exceptional
(12 reviews)
Prime location! Minutes to RVA downtown, UVA, and top hospitals. Act now!
Richmond, VA
11% off
Price is AU$2,182
AU$2,182
AU$312 per night
includes taxes & fees
Image gallery for Private Romantic Bungalow for Artists & Writers, 7 Mins to Downtown Richmond,
9.89.8 out of 10 rating
Exceptional
(10 reviews)
Private Romantic Bungalow for Artists & Writers, 7 Mins to Downtown Richmond,
Richmond, VA
14% off
Price is AU$2,211
AU$2,211
AU$316 per night
includes taxes & fees
Image gallery for Newly Renovated, Spacious Suite with Every Luxury
1010 out of 10 rating
Exceptional
(38 reviews)
Newly Renovated, Spacious Suite with Every Luxury
Richmond, VA
10% off
Price is AU$2,250
AU$2,250
AU$321 per night
includes taxes & fees
Image gallery for Convenient & Luxe Designer Apt w/ King Sized Bed
1010 out of 10 rating
Exceptional
(10 reviews)
Convenient & Luxe Designer Apt w/ King Sized Bed
Richmond, VA
10% off
Price is AU$2,279
AU$2,279
AU$326 per night
includes taxes & fees
Image gallery for Hidden Gem in the City!!!
8.08.0 out of 10 rating
Very good
(6 reviews)
Hidden Gem in the City!!!
Richmond, VA
7% off
Price is AU$2,467
AU$2,467
AU$352 per night
includes taxes & fees
Image gallery for No Fees 2BR Cabin Tucked Away on Private Lake
1010 out of 10 rating
Exceptional
(12 reviews)
No Fees 2BR Cabin Tucked Away on Private Lake
Dinwiddie, VA
12% off
Price is AU$2,490
AU$2,490
AU$356 per night
includes taxes & fees
Image gallery for Pet-friendly spacious home with parking! Large deck & close to major attractions
9.89.8 out of 10 rating
Exceptional
(6 reviews)
Pet-friendly spacious home with parking! Large deck & close to major attractions
Richmond, VA
7% off
Price is AU$2,774
AU$2,774
AU$396 per night
includes taxes & fees
Image gallery for VCU • Fenced • Pet Friendly • Keyless • King Suite + 2 Queen Bedrooms
9.89.8 out of 10 rating
Exceptional
(118 reviews)
VCU • Fenced • Pet Friendly • Keyless • King Suite + 2 Queen Bedrooms
Richmond, VA
6% off
Price is AU$2,938
AU$2,938
AU$420 per night
includes taxes & fees
Image gallery for Luxe Cottage - South Chesterfield Stylishly renovated, w/ large master suite
1010 out of 10 rating
Exceptional
(9 reviews)
Luxe Cottage - South Chesterfield Stylishly renovated, w/ large master suite
Petersburg, VA
7% off
Price is AU$2,990
AU$2,990
AU$427 per night
includes taxes & fees
Image gallery for Stylish RVA Rooftop Retreat - 3BR, 3BA, King Bed, Sleeps 6 & Free Parking!
1010 out of 10 rating
Exceptional
(6 reviews)
Stylish RVA Rooftop Retreat - 3BR, 3BA, King Bed, Sleeps 6 & Free Parking!
Richmond, VA
7% off
Price is AU$3,069
AU$3,069
AU$438 per night
includes taxes & fees
Image gallery for Perfect Holiday Retreat Steps from Downtown RVA
9.49.4 out of 10 rating
Exceptional
(8 reviews)
Perfect Holiday Retreat Steps from Downtown RVA
Richmond, VA
7% off
Price is AU$3,101
AU$3,101
AU$443 per night
includes taxes & fees
Image gallery for VMFA • Carytown • Keyless • Coffee & Treats • Queen Bedrooms • Generous Deck
1010 out of 10 rating
Exceptional
(116 reviews)
VMFA • Carytown • Keyless • Coffee & Treats • Queen Bedrooms • Generous Deck
Richmond, VA
7% off
Price is AU$3,269
AU$3,269
AU$467 per night
includes taxes & fees
Image gallery for Great Location. Close to about everywhere .Can't beat the value. Check reviews!
1010 out of 10 rating
Exceptional
(210 reviews)
Great Location. Close to about everywhere .Can't beat the value. Check reviews!
Richmond, VA
6% off
Price is AU$3,300
AU$3,300
AU$471 per night
includes taxes & fees
Image gallery for Downtown, 2 Parking spaces, Historic Beauty
1010 out of 10 rating
Exceptional
(7 reviews)
Downtown, 2 Parking spaces, Historic Beauty
Richmond, VA
7% off
Price is AU$3,511
AU$3,511
AU$502 per night
includes taxes & fees
Image gallery for Gorgeous Home with Office, Bonus Room & Large Deck
9.69.6 out of 10 rating
Exceptional
(8 reviews)
Gorgeous Home with Office, Bonus Room & Large Deck
Richmond, VA
5% off
Price is AU$3,625
AU$3,625
AU$518 per night
includes taxes & fees
Image gallery for 3-Bed Grace Street Getaway in Museum District
1010 out of 10 rating
Exceptional
(12 reviews)
3-Bed Grace Street Getaway in Museum District
Richmond, VA
7% off
Price is AU$3,803
AU$3,803
AU$543 per night
includes taxes & fees
Image gallery for Near West End off Libby Avenue
1010 out of 10 rating
Exceptional
(6 reviews)
Near West End off Libby Avenue
Richmond, VA
7% off
Price is AU$3,859
AU$3,859
AU$551 per night
includes taxes & fees
Find spaces that suit your style
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Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - Castlewood
Showing deals for: 2 Oct - 5 Oct
A Warm and Cozy 50' Houseboat in gated, quaint and peaceful marina near the city
Sleeps 4 · 1 bedroom · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
213 reviews(213 reviews)
The current price is AU$879
AU$879
for 3 nights, 1 houseboat
AU$293 per night
includes taxes & fees
VCU • Fenced • Pet Friendly • Keyless • King Suite + 2 Queen Bedrooms
Sleeps 6 · 3 bedrooms · 1+ bathroom
9.89.8 out of 10
Exceptionalexceptional
118 reviews(118 reviews)
The current price is AU$1,665
AU$1,665
for 3 nights, 1 home
AU$555 per night
includes taxes & fees
Charming 1-bedroom suite with WiFi and AC in Bon Air
Sleeps 7 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
4 reviews(4 reviews)
The current price is AU$855
AU$855
for 3 nights, 1 home
AU$285 per night
includes taxes & fees
Heart of the Arts District Penthouse - West Broad VCU MCV Prime Downtown!
Sleeps 2 · 1 bedroom · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
65 reviews(65 reviews)
The current price is AU$1,557
AU$1,557
for 3 nights, 1 home
AU$519 per night
includes taxes & fees
A Cozy And Classic Hatteras 43' Yacht In One Of The Best James River Locations
Sleeps 4 · 1 bedroom · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
105 reviews(105 reviews)
The current price is AU$879
AU$879
for 3 nights, 1 houseboat
AU$293 per night
includes taxes & fees
Church Hill • Fenced • Pet Friendly • One Level • King Suite + 2 Queen Bedrooms
Sleeps 6 · 3 bedrooms · 1+ bathroom
1010 out of 10
Exceptionalexceptional
12 reviews(12 reviews)
The current price is AU$1,845
AU$1,845
for 3 nights, 1 home
AU$615 per night
includes taxes & fees
Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value