
Photo by Crystal Davidson
Holiday rentals near Uptown Alley
We found 650 holiday rentals — enter your dates for availability
Take a look at holiday rentals close to Uptown Alley that provide the perfect home base for your trip. Whether you're travelling with family, friends or just your furry companion, holiday homes have the amenities that you need and want for your stay, which might include parking and a garden. Whatever you're looking for, you'll find a property to rent to meet everyone's needs, including accessible or non-smoking choices.
Holiday rentals with weekly discounts - Uptown Alley
Showing deals for:31 Oct - 7 Nov
Image gallery for Luxurious 1-bedroom riverfront Cottage with AC and WiFi in charming Midlothian.

1010 out of 10 rating
Exceptional
(5 reviews)
Luxurious 1-bedroom riverfront Cottage with AC and WiFi in charming Midlothian.
Midlothian, VA
8% off
Price is AU$6,470
AU$6,470
AU$924 per night
includes taxes & fees
Image gallery for Experience the "Lincoln Home" --#1 Historic Mansion Old Town; & Luxury Bathrooms

9.09.0 out of 10 rating
Wonderful
(8 reviews)
Experience the "Lincoln Home" --#1 Historic Mansion Old Town; & Luxury Bathrooms
Petersburg, VA
15% off
Price is AU$4,423
AU$4,423
AU$632 per night
includes taxes & fees
Image gallery for Cozy three bedroom fully furnish house

9.69.6 out of 10 rating
Exceptional
(5 reviews)
Cozy three bedroom fully furnish house
Petersburg, VA
7% off
Price is AU$2,148
AU$2,148
AU$307 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$2,473
AU$2,473
AU$353 per night
includes taxes & fees
Image gallery for EXPERIENCES, connection, nature & luxury await you on 50 acres!

1010 out of 10 rating
Exceptional
(6 reviews)
EXPERIENCES, connection, nature & luxury await you on 50 acres!
Powhatan, VA
8% off
Price is AU$14,364
AU$14,364
AU$2,052 per night
includes taxes & fees
Image gallery for Beautiful and Spacious home w/Outdoor Kitchen

1010 out of 10 rating
Exceptional
(32 reviews)
Beautiful and Spacious home w/Outdoor Kitchen
Midlothian, VA
7% off
Price is AU$5,500
AU$5,500
AU$786 per night
includes taxes & fees
Image gallery for Charming Cul-de-sac Retreat | Double Master + Garage + Home Office

9.69.6 out of 10 rating
Exceptional
(26 reviews)
Charming Cul-de-sac Retreat | Double Master + Garage + Home Office
Chesterfield, VA
7% off
Price is AU$5,091
AU$5,091
AU$727 per night
includes taxes & fees
Image gallery for Cozy 4 bed 2 bath house located less than 4 minutes from the Richmond Airport.

9.29.2 out of 10 rating
Wonderful
(19 reviews)
Cozy 4 bed 2 bath house located less than 4 minutes from the Richmond Airport.
Highland Springs, VA
6% off
Price is AU$4,994
AU$4,994
AU$713 per night
includes taxes & fees
Image gallery for Spacious 2900 SQ Feet House In Ginter Park, 10 min to Everywhere

9.69.6 out of 10 rating
Exceptional
(7 reviews)
Spacious 2900 SQ Feet House In Ginter Park, 10 min to Everywhere
Richmond, VA
11% off
Price is AU$5,347
AU$5,347
AU$764 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$2,955
AU$2,955
AU$422 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$3,472
AU$3,472
AU$496 per night
includes taxes & fees
Image gallery for Backyard Fire-Pit, Modern, Roomy, 7 Min Downtown

9.09.0 out of 10 rating
Wonderful
(8 reviews)
Backyard Fire-Pit, Modern, Roomy, 7 Min Downtown
Richmond, VA
10% off
Price is AU$3,376
AU$3,376
AU$482 per night
includes taxes & fees
Image gallery for Cozy Barndominium Guest Home

1010 out of 10 rating
Exceptional
(11 reviews)
Cozy Barndominium Guest Home
Amelia Court House, VA
20% off
Price is AU$1,398
AU$1,398
AU$200 per night
includes taxes & fees
Image gallery for Cozy Cape Cod Home!

9.89.8 out of 10 rating
Exceptional
(49 reviews)
Cozy Cape Cod Home!
Richmond, VA
7% off
Price is AU$3,126
AU$3,126
AU$447 per night
includes taxes & fees
Image gallery for Church Hill • Fenced • Pet Friendly • One Level • King Suite + 2 Queen Bedrooms

1010 out of 10 rating
Exceptional
(12 reviews)
Church Hill • Fenced • Pet Friendly • One Level • King Suite + 2 Queen Bedrooms
Richmond, VA
7% off
Price is AU$3,224
AU$3,224
AU$461 per night
includes taxes & fees
Image gallery for Upscale Country Cottage on 22 acres and a Pond

1010 out of 10 rating
Exceptional
(33 reviews)
Upscale Country Cottage on 22 acres and a Pond
Powhatan, VA
8% off
Price is AU$4,688
AU$4,688
AU$670 per night
includes taxes & fees
Image gallery for Historic Marshall house w/3 King sized beds, 11 total beds & saltwater Pool

1010 out of 10 rating
Exceptional
(36 reviews)
Historic Marshall house w/3 King sized beds, 11 total beds & saltwater Pool
Richmond, VA
7% off
Price is AU$13,729
AU$13,729
AU$1,961 per night
includes taxes & fees
Image gallery for In the Village Of Powhatan- walking distance to owners restaurant

1010 out of 10 rating
Exceptional
(42 reviews)
In the Village Of Powhatan- walking distance to owners restaurant
Powhatan, VA
16% off
Price is AU$3,062
AU$3,062
AU$437 per night
includes taxes & fees
Image gallery for Grand Retreat with VMFA Views + Large Groups

9.89.8 out of 10 rating
Exceptional
(8 reviews)
Grand Retreat with VMFA Views + Large Groups
Richmond, VA
7% off
Price is AU$10,251
AU$10,251
AU$1,464 per night
includes taxes & fees
Image gallery for Walkable Location, Chic Décor, Superior Service

1010 out of 10 rating
Exceptional
(19 reviews)
Walkable Location, Chic Décor, Superior Service
Richmond, VA
10% off
Price is AU$2,271
AU$2,271
AU$324 per night
includes taxes & fees
Image gallery for Large Home, 2 Blocks from Lake/ Park, Outdoor Dining + Parking

9.69.6 out of 10 rating
Exceptional
(7 reviews)
Large Home, 2 Blocks from Lake/ Park, Outdoor Dining + Parking
Richmond, VA
7% off
Price is AU$3,686
AU$3,686
AU$527 per night
includes taxes & fees
Image gallery for The Grace Escape

1010 out of 10 rating
Exceptional
(23 reviews)
The Grace Escape
Richmond, VA
7% off
Price is AU$2,557
AU$2,557
AU$365 per night
includes taxes & fees
Image gallery for Recline at Timberline! Family friendly!

9.29.2 out of 10 rating
Wonderful
(46 reviews)
Recline at Timberline! Family friendly!
Colonial Heights, VA
7% off
Price is AU$2,374
AU$2,374
AU$339 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$3,918
AU$3,918
AU$560 per night
includes taxes & fees
Find spaces that suit your style
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Find properties near top attractions in Uptown Alley
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Find the best place to stay - Uptown Alley
Amazing Private House Rental w/ pool! Richmond, VA
Sleeps 8 · 3 bedrooms · 2 bathrooms
9.09.0 out of 10
Wonderfulwonderful
64 reviews(64 reviews)
A Warm and Cozy 50' Houseboat in gated, quaint and peaceful marina near the city
Sleeps 4 · 1 bedroom · 1 bathroom
9.49.4 out of 10
Exceptionalexceptional
217 reviews(217 reviews)
VCU • Fenced • Pet Friendly • Keyless • King Suite + 2 Queen Bedrooms
Sleeps 6 · 3 bedrooms · 1+ bathroom
9.89.8 out of 10
Exceptionalexceptional
122 reviews(122 reviews)
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)
Historic Marshall house w/3 King sized beds, 11 total beds & saltwater Pool
Sleeps 16 · 5 bedrooms · 3+ bathrooms
1010 out of 10
Exceptionalexceptional
36 reviews(36 reviews)
A Cozy And Classic Hatteras 43' Yacht In One Of The Best James River Locations
Sleeps 4 · 1 bedroom · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
108 reviews(108 reviews)
- 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