
Pet-friendly holiday rentals in Chesterfield County
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Chesterfield County
Guests agree: these pet-friendly homes are highly rated for location, cleanliness and more.

Richmond Heartthrob: A Stylish River City Retreat!
Enjoy a stylish and fun experience in downtown RVA, steps away from the James River! For the outdoor enthusiasts, you will love this incredible location for biking, jogging, hiking, kayaking and even rock climbing! Hit the nature trails, visit local art galleries and dine at Richmond’s finest restaurants! Finish your day at Richmond’s longest standing and favorite brewery (Legends Brewing Co.) just two blocks away, offering amazing craft beer and the best views of the river and Richmond skyline!

Cozy Carver Accommodations
You've found a rare unicorn! This ultra-cozy row home is perfectly placed just blocks from VCU, and a short walk to the Fan, Jackson Ward & downtown. It's also less than 2 miles from "Richmond's Playground": Scott's Addition. This 540 sq. ft. home is filled with midcentury accents, local art, granite countertops, stainless steal appliances & pine floors. It has everything you need to cook and do laundry. You can also park for free with our street parking pass. We welcome your well-trained pets!

Private Garden Home w/ Large Fenced Yard + Gazebo
Experience Casa Terra, a one-of-a-kind historic home in the urban heart of Richmond, Virginia. Tucked away on a sprawling 1/3 acre property just ten minutes from downtown, this thoughtfully restored 1928 Craftsman bungalow blends timeless character with natural calm. Designed for couples, small families and furry companions, Casa Terra features a 6ft fully fenced backyard where dogs can play beneath the branches of a 100-year-old willow oak while guests unwind in the gazebo or around the fire.

Hot Tub Oasis, Minutes from Downtown Richmond
Find the best of both worlds here, a tranquil getaway while only 12 minutes from Downtown, Carytown, Scott's Addition, the VMFA, and more. Enjoy the James River by Tubing, Kayaking, Rafting or Swimming, Hiking, Award Winning Restaurants, all within a 5 minute drive. Our home includes amenities such an 8 person hot tub, a pond dock with beautiful views, outdoor fire pit, patio, essential oil bath, and tea/ coffee on us! Our kitchen is stocked with cookware, spices, & dishes. STR-135430-2024 is

The Barkin’ B & B
Just five minutes from the airport and downtown, this cozy tiny home offers rustic charm and modern comfort. Fully equipped with kitchen essentials, books, games, and even coloring books, it’s perfect for relaxing. Pet-friendly, it comes stocked with dog treats, chews, toys, and a large fenced-in backyard for furry companions to enjoy. Conveniently located for travelers, it provides a peaceful retreat while keeping you close to city attractions. A perfect home away from home!

Warm, Cozy and Comfortable Houseboat, Gated Marina
Note: Dates taken? I have one other boat online-- The Cookie B with beautiful river views. We offer no contact boarding if desired and we understand the need for a clean place to stay. Therefore we go beyond the recommended guidelines concerning sanitation by fogging the entire boat after each guests departure. And for dining, you can cook aboard or enjoy the Lily Pad Cafe, an outdoor covered and heated restaurant on the river, and it is only two miles from the marina.

Creekside Cool Bus - skoolie near Pocahontas SP
Experience a cozy, rustic stay in our converted school bus, nestled on 5 acres of woods including a private creek. Thoughtfully designed for a simple, comfortable getaway, it's packed with charm and everything you need for a unique glamping experience. Visit the friendly chickens, spot the gnomes on our private woodland trail, relax by the fire pit, and enjoy nature all around you. Just 5 minutes from Pocahontas State Park (pass included) and 30 minutes from Richmond.

Keystone Acres Farm *Enclosed Heated Pool*
Keystone Acres is located in Chesterfield, VA at a beautiful 1000 acre horse farm. On property we have roughly 60 horses owned by different tenants. The brick farm house in which you will be staying in overlooks one of our ponds & multiple horse barns. We have many "internal" roads here and hope you enjoy the farm views. Our 5 bedroom house is perfect for families or friends who want to have a getaway to "unplug" and experience the country life and each other's time.

Renovated Modern Home Minutes to Downtown Richmond
Welcome to your bright, peaceful, spacious retreat, while only 15 minutes from Downtown, Carytown, Scott's Addition, the VMFA, and more. And only a 4 minute drive to Trader Joe's! Local hikes, restaurants and Chesterfield mall, all within a 7 minute drive. Your kitchen boasts all brand new appliances and plenty of new cookware. Local sightseeing, brewery & eatery guides provided. *Note: Carbon monoxide alarm not present because the house runs entirely on electric*

Gorgeous Creek View from your Private Eyrie
Enjoy a relaxing view of Falling Creek from the second floor apartment with a private entrance and balcony. The wall of windows overlooks a secluded backyard with visiting deer, heron, owls, and other wildlife. Sit by the pond, creek or fire pit. The property offers off street parking in a safe neighborhood which is located 20 minutes from downtown Richmond, 10 mins to Midlothian and Chesterfield, 3 mins to Swim RVA. 15 mins to the airport or train station.

Spacious unit in Arts District
Tucked away in the heart of The Arts District, you'll be able to walk to all the best restaurants and activities the city has to offer. A few blocks away from The National and a few minutes away from Cary Town, The Fan, Shockoe Bottom, Manchester, and Scott's Addition, you'll have easy access to anything the city has to offer! Just blocks away from the convention center, this unit is perfect for Richmond guests who are in town for work related events.

HideawayOasis/VSU/95/FortGreggAdams/FirePT/PoolTBL
Welcome to Our Hidden Oasis! 🌿✨ This cozy retreat is designed with love and thoughtfulness, perfect for small families and intimate connections. Enjoy year-round outdoor fun—roast s’mores by the fire pit, relax on the patio, or challenge friends to a game of pool. Sleep soundly in our comfy beds and wake up refreshed for new adventures. Whether unwinding or making memories, this home is your perfect getaway. We can't wait to host you!
Popular amenities for Chesterfield County pet-friendly home rentals
Pet-friendly house rentals

Erin's Oasis

Single family‼️Fenced/ 3TV/3 mins to I-64 & I-95

Historic Carytown Home Full of Charm

Charming Fan District Home

Retro Bungalow A Block to Tennis Courts & Park

Cozy Cape Close to the City!

Urban Farmhouse w/ Swings, FirePit & Putting Green

GALLERIA SOUTH minutes away from Downtown RVA!
Pet-friendly home rentals with a pool

Urban Studio RVA | Walk to Downtown | Sky Lounge

Cozy Apartment In the City!

Ode to Hip Hop Loft in Shockbottom

Historic Blanton Getaway

Modern Richmond Loft | Steps from VCU

Pet-Friendly Home w/ Private Pool

2 Level Penthouse with 2-sides
Private, pet-friendly home rentals

Spacious home near downtown RVA

Downtown Designer Loft with Parking Included

The Birdhouse - Cozy Cottage Retreat in Richmond

Bird's-Eye View in the Heart of Historic Old Towne

Nala's Place

Qualla Park

Trailside Treehouse - Riverside in Richmond, VA

Cozy Sweet Home!
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- Pet-friendly rentals Virginia
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- Kings Dominion
- Pocahontas State Park
- Greater Richmond Convention Center
- Brown's Island
- Libby Hill Park
- Forest Hill Park
- Colonial Williamsburg's Merchants Square
- The National
- Virginia Holocaust Museum
- The Poe Museum
- Altria Theater
- Science Museum of Virginia
- Children's Museum of Richmond
- American Civil War Museum
- Virginia State Capitol-Northwest
- Metro Richmond Zoo
- Jefferson Park
- Hollywood Cemetery
- The Diamond
- Jamestown Settlement
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- Nature and outdoors Virginia
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