Search Cottages in Southside

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
22 Aug - 24 Aug
In two weeks
29 Aug - 31 Aug
In one month
12 Sept - 14 Sept
In two months
10 Oct - 12 Oct
Cozy Cape Cod Home!
Cozy seating area with a flat-screen TV, comfortable sofa, and armchair.

Cozy Cape Cod Home!

9.8 out of 10, Exceptional, (49)
"Wonderful property. Will definitely stay again."
Cozy Cape Cod Home!
3 Mi to Historic Dtwn: Hopewell Home w/ Yard
Enjoy cooking in this well-equipped kitchen with a refrigerator, microwave, oven, and sink.

3 Mi to Historic Dtwn: Hopewell Home w/ Yard

3.0 star property
3 Mi to Historic Dtwn: Hopewell Home w/ Yard
Richmond Home With Pool, 5 Mi to Downtown!
Relax by the fire pit in this serene outdoor space, surrounded by comfortable seating.

Richmond Home With Pool, 5 Mi to Downtown!

3.0 star property
Richmond Home With Pool, 5 Mi to Downtown!
Richmond Home w/ Deck: 1 Mi to Richmond Raceway!
Enjoy cooking in this well-equipped kitchen with a central island, gas stove, and ample counter space.

Richmond Home w/ Deck: 1 Mi to Richmond Raceway!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Everything was great it was a couple of thing that I talked to the property manager about when I got there other than that everything was fantastic I enjoyed my stay and I will be staying again "
Richmond Home w/ Deck: 1 Mi to Richmond Raceway!
Prince George Getaway Near Historic Sites!
Interior

Prince George Getaway Near Historic Sites!

3.0 star property
Prince George Getaway Near Historic Sites!
Colonial Heights Home w/ Large Yard & BBQ Grill!
Interior

Colonial Heights Home w/ Large Yard & BBQ Grill!

3.0 star property
Colonial Heights Home w/ Large Yard & BBQ Grill!
HOT TUB Mid Century Modern Ranch hosted by Heather
Enjoy cooking in this well-equipped kitchen with an oven, microwave, and dishwasher.

HOT TUB Mid Century Modern Ranch hosted by Heather

10.0 out of 10, Exceptional, (14)
"Great place. Everything was as listed on Vrbo. Hot tub, clean, and plenty of space for a group. Will definitely return here later this year. "
HOT TUB Mid Century Modern Ranch hosted by Heather
Historic Glen Allen Home ~ 11 Mi to Richmond!
Front of property

Historic Glen Allen Home ~ 11 Mi to Richmond!

3.0 star property
Historic Glen Allen Home ~ 11 Mi to Richmond!
Modern Richmond Home w/ Deck, Close to Downtown!
Interior

Modern Richmond Home w/ Deck, Close to Downtown!

3.0 star property
Modern Richmond Home w/ Deck, Close to Downtown!
Richmond Area Home w/ Game Room & Patio!
Enjoy cooking in this well-equipped kitchen with a refrigerator, microwave, and dishwasher.

Richmond Area Home w/ Game Room & Patio!

3.0 star property
Richmond Area Home w/ Game Room & Patio!
Tranquil Cottage in Virginia Countryside w/ Pond!
Enjoy cooking in this well-equipped kitchen with an oven, sink, and wine cooler.

Tranquil Cottage in Virginia Countryside w/ Pond!

3.0 star property
Tranquil Cottage in Virginia Countryside w/ Pond!
8 Mi to Richmond: Pet-friendly Vacation Rental!
Interior

8 Mi to Richmond: Pet-friendly Vacation Rental!

3.0 star property
8 Mi to Richmond: Pet-friendly Vacation Rental!
3 Mi to Dtwn: Pet-friendly Getaway in Richmond
Interior

3 Mi to Dtwn: Pet-friendly Getaway in Richmond

3.0 star property
3 Mi to Dtwn: Pet-friendly Getaway in Richmond
Richmond Vacation Rental ~ 10 Mi to Downtown!
Interior

Richmond Vacation Rental ~ 10 Mi to Downtown!

3.0 star property
Richmond Vacation Rental ~ 10 Mi to Downtown!
12 Mi to Dtwn Richmond: Spacious Home w/ Deck!
Enjoy cooking in this well-lit kitchen with a large island and stainless steel appliances.

12 Mi to Dtwn Richmond: Spacious Home w/ Deck!

3.0 star property
12 Mi to Dtwn Richmond: Spacious Home w/ Deck!
Hopewell Vacation Rental ~ 3 Mi to James River
Enjoy cooking in this well-lit kitchen with sleek cabinetry, a dishwasher, and oven.

Hopewell Vacation Rental ~ 3 Mi to James River

3.0 star property
Hopewell Vacation Rental ~ 3 Mi to James River
Richmond Home w/ Fire Pit - 12 Mi to Downtown
Interior

Richmond Home w/ Fire Pit - 12 Mi to Downtown

3.0 star property
Richmond Home w/ Fire Pit - 12 Mi to Downtown
12 Mi to Lake Chesdin: Bbq-ready Angler's Getaway!
Interior

12 Mi to Lake Chesdin: Bbq-ready Angler's Getaway!

3.0 star property
12 Mi to Lake Chesdin: Bbq-ready Angler's Getaway!
Terre Haute Manor Farmhouse w/ Gardens & Deck!
Enjoy cooking in this well-equipped kitchen with a central island, appliances, and a window with a view.

Terre Haute Manor Farmhouse w/ Gardens & Deck!

3.0 star property
Terre Haute Manor Farmhouse w/ Gardens & Deck!
Family-oriented Richmond Home w/ Private Pool
Relax by the pool surrounded by lush greenery and a wooden deck.

Family-oriented Richmond Home w/ Private Pool

3.0 star property
Family-oriented Richmond Home w/ Private Pool
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Southside Hotel Reviews

The Jefferson Hotel

The Jefferson Hotel

10/10 Excellent
"Bed very comfortable, spacious bathroom, soft and large bath towels"
Phil 1-night trip
Posted 11 hours ago
The Jefferson Hotel