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Pet-friendly vacation 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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Top guest favorite

A cozy living room is furnished with a large sectional sofa and a coffee table, framed by bright windows allowing natural light. Minimalist wall art is displayed above, and a potted plant adds a touch of greenery to the space.

Home in Richmond

4.9 out of 5 average rating, 421 reviews

Contemporary Living in the Historic Fan District

Built in 1911, this spacious home has been renovated to blend contemporary design and traditional architecture. Notice the bold feature walls and expressive artwork and head to the patio to enjoy a drink while cooking with the BBQ. The house features three bedrooms, two full baths, updated kitchen and basement with a washer / dryer, as well as a large front porch and backyard that features a outdoor TV, grill and table and chairs for six. Fully stocked kitchen features everything you'd need to cook. Super fast fios internet, Sonos sound system througout the house, 60 inch TV with AppleTV in family room, 60 inch TV w/AppleTV outside. The house is mere blocks from great restaurants like Kuba Kuba, Joe's Inn (my favorite) and Flora - just to name a few. Best coffee in town can be found at Lamplighter (5 blocks) and the best drinks are at Heritgage (2 blocks). About a 15 minute walked to The VMFA, Carytown shopping and The Museum District. Guests have full access to the house. I'm happy to assist you throughout your stay if you have any questions. Call or text. The Fan District is a superb location with tree-lined streets and historic homes. Head to the unique boutique shops, try some local cuisine in an independently-owned restaurant, and have fun exploring the Museum District. Walking or biking are your best bet. Everything is close and there's a bikeshare just down the street. Easy to use and lots of places to return.

Top guest favorite

The image captures a serene sunset over Lake Chesdin, with vibrant hues of orange and purple reflecting on the water's surface. A wooden dock extends into the lake, accompanied by a flag gently fluttering in the breeze. The scene embodies tranquility and natural beauty.

Guesthouse in Church Road

5 out of 5 average rating, 212 reviews

Heron Rock: Lakefront Cottage on Lake Chesdin

Enjoy peaceful lakefront living at Heron Rock Cottage, where you can stroll through the woods, swim or fish off the dock, paddle the lake in kayaks, or simply relax and enjoy the wildlife and beautiful sunsets. Situated on 6 acres in Dinwiddie County, this newly renovated cottage includes 2 bedrooms, full bath, full kitchen, living room with fireplace and private patio with dining area. Your stay includes full access to the grounds and dock and you are welcome to tie up a boat if you bring one.

A spacious living area features a comfortable couch paired with a coffee table. A colorful area rug adds warmth to the space. The kitchen area is equipped with modern appliances, and a doorway leads to a bedroom, enhancing the apartment's functionality.

Apartment in Richmond

4.9 out of 5 average rating, 239 reviews

Gem of Fan district/private parking/fenced/2 TVs

This beautiful historic home was built in 1902 and offers a perfect blend of contemporary design, traditional architecture, and modern amenities. Just a block away from Monument Avenue, you will find yourself close to many fabulous restaurants, coffee shops, bakeries, markets, and gift shops. * Newly renovated in 2022 *Peaceful fully fenced backyard *0ne dedicated parking space *Minutes from everything *Pet friendly *Fully equipped kitchen with new appliances *New washer and dryer in-unit

An enclosed pool area features a turquoise swimming pool, surrounded by large glass panels that provide views of the outdoor landscape. Two blue lounge chairs are positioned near the pool, creating a calming space for relaxation.

Farm stay in Chesterfield

4.97 out of 5 average rating, 104 reviews

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.

Top guest favorite

A well-lit studio features a spacious bed adorned with a patterned quilt. A cozy seating area includes a soft blue sofa, paired with a small white side table. Natural light enters through the window, enhancing the light-colored walls and warm wood flooring.

Apartment in Richmond

4.98 out of 5 average rating, 119 reviews

Urban Chic Studio Retreat in Carytown

Welcome to our newly renovated studio nestled in the heart of Carytown! This cozy retreat boasts a plush queen bed, a comfortable sofa perfect for lounging, and a dedicated workspace for your productivity needs. Whip up your favorite meals in the cute kitchen, dine at the elegant dining table, and freshen up in the sleek bathroom. With its prime location and modern amenities, this studio is your ideal home away from home in Richmond's vibrant Carytown neighborhood.

The exterior of a ranch-style home is featured, displaying a welcoming front porch with white railings. A gently sloping driveway leads to the entrance, surrounded by green grass and mature trees. The house is set against a blue sky, creating a tranquil setting.

Home in Midlothian

4.94 out of 5 average rating, 162 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!

A bright living area features a large window that allows natural light to fill the space. A cozy gray sectional sofa is paired with an accent chair and a light wooden side table. A decorative area rug anchors the seating arrangement, contributing to a homey feel.

Home in Richmond

4.9 out of 5 average rating, 113 reviews

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*

A cozy living area features a light-colored sofa with decorative pillows, positioned next to a stone fireplace. A wooden dining table is visible, along with a lush green plant. Wall art and decorative plates add character to the space, illuminated by natural light from the window.

Apartment in Chesterfield

4.85 out of 5 average rating, 325 reviews

Private guest apt on creek w/ patio & fire feature

“The Nest” is a completely private, ground level “basement” apartment. 15 minutes from downtown Richmond & 18 minutes to Pocahontas State Park, this space offers a peaceful, conveniently located, retreat. Private entrance, cozy patio, & large yard- all creek side and professionally designed. Laundry in unit, high speed internet, Smart TV. Yard is wooded and private. Many restaurants and tons of shopping within 5 min of the house, and 2.5 miles from highway access.

Top guest favorite

A second floor apartment is viewed from below, featuring a spacious balcony with a railing. Large windows allow natural light to fill the interior, surrounded by lush greenery. The building is designed in a contemporary style with a cozy, elevated appearance.

Guesthouse in Chesterfield

4.95 out of 5 average rating, 256 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, 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.

A covered outdoor entertaining area features comfortable seating arranged around a fire pit. Soft lighting strung above creates a warm ambiance. The space is complemented by decorative plants and cushioned sofas, providing a cozy environment for gatherings.

Home in Colonial Heights

4.92 out of 5 average rating, 152 reviews

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!

A spacious living area features a comfortable grey sofa and a round coffee table atop a patterned rug. Soft lighting from string lights illuminates the staircase leading to an upper sleeping loft. Natural light enters through a window, enhancing the inviting ambiance.

Home in Richmond

4.95 out of 5 average rating, 214 reviews

The Cottage in the City -Private Yard and Fire Pit

Your family will be close to everything when you stay at this peaceful, centrally-located home. This home is equipped with anything you may need during your stay! Enjoy the beautiful naturally lit living room throughout the day, or stargaze in the back yard while enjoying gentle heat from the firepit. The best part? We are a quick drive to anything you may be looking to do in Richmond and only 12 minutes to downtown center city.

A modern living area features a comfortable couch with decorative pillows. Natural light filters through windows beside rustic wooden doors. A small coffee table sits on a textured rug, accompanied by a stylish chair, enhancing the inviting and open feel of the space.

Guest suite in Richmond

4.97 out of 5 average rating, 719 reviews

Forest Hill Modern Guest House

Located in Richmond's charming and historic Forest Hill neighborhood just blocks from the James River Park and next door to Forest Hill Park. A modern studio space with a queen-size bed and a comfy couch in a private guest house. 1 bath with a spacious shower and simple kitchenette. A great overnight space or comfortable stay for those wanting to explore the cities great food, breweries, parks, and trails!

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Popular amenities for Chesterfield County pet-friendly home rentals

Free parking on premises

Air conditioning

Pet-friendly house rentals

The historic home features a welcoming facade with a spacious porch, adorned with hanging plants and cozy seating. Bright flowers are planted along the walkway, adding color and charm to the entrance. Large windows and decorative woodwork enhance the inviting appearance of the property.

Home in Richmond

4.86 out of 5 average rating, 181 reviews

Erin's Oasis

An outdoor patio features a cozy seating area with wicker furniture, a coffee table, and a fire pit. String lights create a warm ambiance above. A charcoal grill is shown on one side, and a lush tree provides shade in the spacious, fenced backyard.

Home in Richmond

4.91 out of 5 average rating, 145 reviews

Spacious City Home Retreat I Large Fenced Backyard

A large two-story house with a welcoming front porch features multiple columns and a symmetrical design. The property is surrounded by trees and a grassy yard, providing a sense of space. Multiple windows on the upper and lower levels allow for ample natural light.

Home in Richmond

4.91 out of 5 average rating, 46 reviews

Nala's Place

The exterior of a historic home is displayed, featuring red brick with white columns and a welcoming front porch. A modern black door is situated at the entrance, accompanied by large windows that allow ample natural light. Lush greenery and colorful flowering plants adorn the walkway.

Home in Richmond

4.93 out of 5 average rating, 149 reviews

Historic Carytown Home Full of Charm

A cozy living room features light-colored sofas arranged around a coffee table. A large Roku TV sits on a wooden media console, with decorative artwork on the walls. Natural light streams through sheer white curtains, creating a bright and inviting space.

Home in Highland Springs

4.97 out of 5 average rating, 31 reviews

Richmond Retreat near Airport & City - 3Br/1.5Bth

A round dining table is surrounded by four black chairs, set against a green foliage wall. A simple glass vase holding a single floral arrangement sits at the center, while natural light enters through a nearby window framed by light-colored curtains.

Home in Richmond

4.87 out of 5 average rating, 168 reviews

Downtown Fan District free parking* walk to Cary

A modern kitchen features white cabinetry, stainless steel appliances, and a granite countertop. Three light blue stools are situated at the bar area, offering seating. Natural light enters through the window, creating a bright and functional space.

Home in Richmond

4.92 out of 5 average rating, 253 reviews

Extended Stay The Sunny ☀️ Cottage At Byrd Park

A putting green with a small flag marked '2' is visible in the foreground, alongside golf balls in red, yellow, and white. The green is bordered by smooth stones and manicured grass, creating an inviting space for leisurely outdoor activities.

Home in Richmond

4.94 out of 5 average rating, 147 reviews

Downtown Urban Farmhouse: Fire Pit & Golf Fun!

Pet-friendly home rentals with a pool

A welcoming exterior of the motel features a clear blue sky above. Several vehicles are parked in front of the two-story structure, which includes a sign displaying the word 'welcome'. A tree with fall foliage adds natural detail to the scene.

Villa in Sandston

New place to stay

1 Queen Bed|Non-Smoking, Micfridge

Top guest favorite

A serene outdoor pool area is surrounded by lush greenery and features a spacious pool deck with lounge chairs. The house stands in the background, framed by trees and a well-maintained yard, offering a tranquil setting for relaxation.

Home in Richmond

5 out of 5 average rating, 28 reviews

Historic Blanton Getaway

A bright living area features a large sectional sofa with a bold patterned design. Natural light floods the space through expansive windows with horizontal blinds. A small dining table with red accents and a black lamp completes the inviting atmosphere.

Apartment in Richmond

4.93 out of 5 average rating, 60 reviews

River City Den

A guest room features a queen bed with a patterned blanket, complemented by a small bedside table. Lighting is provided by wall-mounted sconces on either side of the bed. A bathroom door and a closet space are visible in the background, along with a desk and chair.

Villa in Sandston

New place to stay

MS6 Sandston| 1 Queen Bed| Smoking

An expansive resort-style home features a lush backyard with a natural stone pool surrounded by greenery. Comfortable seating areas are visible near the water, with large windows highlighting the elegant architecture of the home in the background.

Home in Chesterfield

4.83 out of 5 average rating, 35 reviews

Lakefront Resort

A room featuring two beds covered with patterned bedspreads. Nightstands with lamps are positioned beside each bed, and soft lighting contributes to the overall ambiance. The walls have a neutral hue, and the floor displays a light wooden texture.

Villa in Sandston

New place to stay

MS6 Sandston| 2 Full Beds| Non Smoking

A cozy bedroom features a full-size bed dressed in soft yellow and white linens. A decorative pillow with the word 'smile' adds a touch of charm. A nightstand sits beside the bed, complemented by a ceiling fan and light-colored walls.

Apartment in Richmond

New place to stay

Modern & Spacious Stay • Prime Location, Parking

A well-lit room features two spacious beds, each with patterned bedding. Bedside lamps provide soft illumination. A simple dresser and a section of the wall contribute to the room's openness, while the parquet floor adds a clean, modern touch.

Villa in Sandston

New place to stay

MS6 Sandston| 2 Queen Beds| Mobility

Private, pet-friendly home rentals

A spacious living area features a light-colored sectional sofa positioned near a large window, allowing natural light to fill the room. A circular black coffee table sits at the center, adorned with decorative items and greenery. Walls are complemented by a serene tree artwork.

Townhouse in Richmond

5 out of 5 average rating, 18 reviews

Cozy Home in Richmond

A serene landscape showcases horses grazing in a lush, green pasture surrounded by wooden fencing. The soft light of sunrise casts a warm glow over the scene, enhancing the natural beauty of the farm and its tranquil setting.

Apartment in Chesterfield

4.96 out of 5 average rating, 23 reviews

Stonewall Manor at Keystone

A cozy sleeping area features a stylish bed with a gentle tufted design, accompanied by a matching upholstered bench at its foot. Natural light enters through the window, illuminating the warm yellow walls and a decorative mirror positioned nearby.

Home in Petersburgh

5 out of 5 average rating, 24 reviews

2-Bedroom oasis in Chesterfield

A living area features exposed brick walls that add character to the space. A sleek brown sofa and two accent chairs are arranged for comfort. A wall-mounted television is positioned above an electric fireplace, with decorative elements enhancing the ambiance. Light streams through the windows covered by simple curtains.

Apartment in Petersburgh

5 out of 5 average rating, 21 reviews

The Henry Lofts Unit 2 - 'The Presidential'

The spacious living area features a green couch, a reclining chair, and a wooden coffee table, arranged on a soft area rug. Light streams in from the high ceiling, highlighting framed plant artwork on the wall and a glimpse of the kitchen in the background.

Apartment in Richmond

4.97 out of 5 average rating, 86 reviews

Spacious unit in Arts District

A bright living space features large windows allowing natural light to fill the room. A comfortable gray sofa sits atop a traditional rug, complemented by a wooden side table and potted plant. The fireplace and decorative elements add character to the inviting atmosphere.

Apartment in Richmond

4.9 out of 5 average rating, 286 reviews

Start Your Richmond Adventure Here

Top guest favorite

A spacious living area features a sleek, modern sofa in warm tones, paired with a contrasting coffee table. Natural light is invited by large windows, illuminating the wooden floors. A staircase leads to the loft area, and a mounted TV provides entertainment.

Home in Richmond

5 out of 5 average rating, 8 reviews

Quaint RVA Bungalow | 2 King Beds | Peaceful Stay

The living area features a light gray sofa adorned with a blue throw blanket, set against warm wooden flooring. Two blue armchairs complement a circular coffee table with a marble top. Natural light filters through sheer curtains at two windows, adding brightness to the space.

Home in Chesterfield

4.78 out of 5 average rating, 46 reviews

Exquisite Farmhouse Style Home

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