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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.

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Home in Richmond

4.88 out of 5 average rating, 123 reviews

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!

Home in Richmond

4.85 out of 5 average rating, 382 reviews

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!

Guest favourite

Home in Richmond

4.93 out of 5 average rating, 244 reviews

Extended Stay The Sunny ☀️ Cottage At Byrd Park

Cozy cottage in the heart of Richmond near Byrd Park & Carytown. Perfect for family & friends on vacation or extended stays. Minutes from Byrd Park- grab a paddleboat and enjoy! * Short walk to Fan district, Carytown, Maymont and Byrd Park * Whole house experience, all on one floor with 1,000 SF * Private off-street parking and great front porch for relaxing outside * Fully stocked, equipped kitchen w/ new granite & stainless appliances We love hosting in Richmond! Check out our reviews!

Guest favourite

Home in Richmond

4.92 out of 5 average rating, 116 reviews

💕 Pet friendly 2BR in Maymont

Beautifully renovated 2 bedroom house 2 blocks to Maymont park in Richmond, VA. Also walking distance to Byrd Park, Texas Beach, Northbank trail, the Fan, Carytown and many other local RVA spots! House is fully furnished with a fully stocked kitchen, internet, washer/dryer, Keurig with k-cups and a desk. Great for a corporate rental, weekend getaway or overnight with your pup! House is very pet friendly with a large fully fenced backyard, please include your pet in your reservation request.

Guest favourite

Flat in Richmond

4.94 out of 5 average rating, 121 reviews

Museum District Charm + Scotts Addition Fun

An urban oasis in the perfect Richmond location. This enormous 1400 square foot 2 bedroom apartment is located in the ideal spot within the museum district. Enjoy the class and historic charm of one of Richmond's best neighborhoods while being just across the street from one of Richmond's best entertainment districts, Scott's Addition. The unit is situated in a perfect location directly between the restaurants of the devils triangle and the breweries and "eatertainment" in Scott's Addition.

Guest favourite

Flat in Richmond

4.9 out of 5 average rating, 258 reviews

Start Your Richmond Adventure Here

Welcome to the Chateau Floyd, where quality rest is invited, memories are made, and adventures are sought. “A single dream is more powerful than a thousand realities.” –J.R.R. Tolkien You will LOVE Richmond in THE FAN! One of the best neighborhoods for eating, taking a stroll, and relaxing. 10 minute walk to the Virginia Museum of Fine Arts, lots of places to explore, and this apartment is PERFECT for a FUN weekend out and a relaxing time in. Don't believe me? Read the reviews.

Guest favourite

Guest suite in Richmond

4.91 out of 5 average rating, 691 reviews

Cozy 1 bdrm basement apt- Pri. entry- walk 2 river

One bdrm/one bath, Kitchenette style basement apartment (no oven) Private fenced yard for your pups/other. Bdrm provides a sunny welcoming vibe, hosting a very comfortable queen size mattress, full bath, kitchenette and living space. Quiet hideaway for nature enthusiasts. 50's fridge, micro, coffee maker, tea maker (tea and coffee provided) dining table (.2 miles from the river, scenic trails, boat drop in) When booking please inform us if you will be bringing your pet.

Guest favourite

Guest house in Chesterfield

4.95 out of 5 average rating, 233 reviews

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 and creek in 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.

Guest favourite

Home in Midlothian

4.94 out of 5 average rating, 153 reviews

Ginger's House.

Awesome ranch style home. Everything is on one level. You will have the entire 1300 sf space to yourself. All new flooring, paint, kitchen and furnishings. It has three bedrooms and two full bathrooms. One bedroom has full bunkbeds and the other two feature queen size beds. There is a light and bright florida room with a comfy chair and small four person table. Great for having coffee or putting together a puzzle. We've added gas logs in the living room! Cozy!

Guest favourite

Home in Richmond

4.95 out of 5 average rating, 511 reviews

LOCATION, LOCATION, LOCATION! BROWNSTONE TOWNHOUSE

LOCATION! COMFORTABLE BEDS AND A RELAXING MASSAGE CHAIR! This historical, beautiful townhouse is located in the heart of Richmond, Fan district! Over 20 restaurants, bars and galleries are right around the corner (walking distance, within a mile). I am 0.5 miles from VCU, 0.9 mile from Cary Street and within 2.5 miles from all other major districts. All bed sheets, pillow cases and towels are 100% cotton. Fur babies are welcome - Pet fee $50 STR-096381-2022

Guest favourite

Home in Richmond

4.92 out of 5 average rating, 133 reviews

Renovated Home | Fenced Yard | Gazebo | EV Charger

Discover The Sleeping Stone - your cozy retreat in Richmond, VA! This home is family-friendly and great for pets! *On-site free parking for two cars with EV charger *Fully enclosed backyard with 6 ft privacy fence *Remodeled kitchen with induction stovetop & dishwasher *2 queen bedrooms & full-size pullout couch *Washer/dryer *55-inch TV *Screened-in gazebo with a fan and outlets *8 minutes to downtown Richmond and VCU *5 minutes to Forest Hill Park

Guest favourite

Home in Richmond

4.93 out of 5 average rating, 134 reviews

Downtown Urban Farmhouse: Fire Pit & Golf Fun!

Charming bungalow in the heart of Richmond with a fenced backyard. - First floor primary bedroom with attached full bath - Walking distance to James River Park system and Floodwall Park - Beautiful backyard pergola with fire pit and swings - 2 min drive to downtown Richmond, I-95 & I-195 - Walking distance to Dogtown, Legend and Basic City Breweries - Walking distance to Hot Diggity Donuts, Croaker's Spot, Brewer's Cafe & Butter Bean market

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Popular amenities for Chesterfield County pet-friendly home rentals

Free parking on premises

Air conditioning

Pet-friendly house rentals

Home in Richmond

4.82 out of 5 average rating, 141 reviews

Hidden gem in The Fan

Guest favourite

Home in Richmond

4.93 out of 5 average rating, 30 reviews

Spacious home near downtown RVA

Guest favourite

Home in Richmond

4.86 out of 5 average rating, 168 reviews

Erin’s Oasis

Guest favourite

Home in Richmond

4.96 out of 5 average rating, 166 reviews

Fan District Historical Home | Walkable & Clean

Home in Richmond

4.8 out of 5 average rating, 46 reviews

Modern Stylish Vacation Home

Home in Richmond

4.91 out of 5 average rating, 22 reviews

Cozy city home close to James River *pet friendly

Home in Richmond

4.92 out of 5 average rating, 61 reviews

Retro Bungalow A Block to Tennis Courts & Park

Home in Richmond

4.83 out of 5 average rating, 108 reviews

Cozy Cape Close to the City!

Pet-friendly home rentals with a pool

Guest favourite

Home in Richmond

5 out of 5 average rating, 16 reviews

Historic Blanton Getaway

Guest favourite

Flat in Richmond

4.94 out of 5 average rating, 47 reviews

River City Den

Guest suite in Richmond

4.55 out of 5 average rating, 44 reviews

Magnolias, a place to chill out.

Guest favourite

Farm stay in Chesterfield

4.97 out of 5 average rating, 92 reviews

Keystone Acres Farm *Enclosed Heated Pool*

Flat in Richmond

New place to stay

Admirable Comfort-RVA, Pool & Parking!

Flat in Richmond

5 out of 5 average rating, 3 reviews

Downtown views of the James

Flat in Richmond

4.79 out of 5 average rating, 19 reviews

Chic & Comfy 1-BR,Prime Downtown/ Balcony/near VCU

Guest favourite

Flat in Richmond

4.89 out of 5 average rating, 72 reviews

Lovely 1 BR Apartment with Riverfront Balcony

Private, pet-friendly home rentals

Flat in North Chesterfield/Richmond

4.81 out of 5 average rating, 21 reviews

Cozy 3 bed 2 bath , pet friendly home

Guest favourite

Home in Petersburg

5 out of 5 average rating, 23 reviews

2-Bedroom oasis in Chesterfield

Guest favourite

Townhouse in Richmond

4.86 out of 5 average rating, 63 reviews

Spacious Home in Richmond's Fan

Guest favourite

Guest suite in Richmond

4.98 out of 5 average rating, 45 reviews

Historic Apartment in North Side

Home in Richmond

4.84 out of 5 average rating, 74 reviews

cozy spacious family home near Carytown fully fenc

Guest favourite

Bungalow in Richmond

4.81 out of 5 average rating, 84 reviews

Charming Bungalow in the heart of Carytown

Guest favourite

Guest suite in Richmond

4.94 out of 5 average rating, 466 reviews

cozy urban oasis-free private parking

Guest suite in Petersburg

5 out of 5 average rating, 17 reviews

Civil Century Flex-Room Suite!

Destinations to explore