Family-friendly holiday rentals in Mechanicsville

Guesthouse in Mechanicsville

A spacious room is shown with a cozy Queen-sized bed and a dark sofa. Natural light fills the space from multiple windows. A wooden dresser stands against the wall, complemented by a welcoming message. A coffee table sits in front of a TV on a stand.

4.98 out of 5 average rating, 108 reviews

The Farm House Retreat

Looking for a peaceful escape with easy access to the city? Welcome to the Farm House Retreat! Nestled in the country, yet only 20 minutes from downtown Richmond, 15 minutes from the airport, and just 8 minutes from local shops. Enjoy a cozy Queen-sized bed, sleeper sofa, fireplace, coffee bar, fridge, central air/heat, lightning-fast Wi-Fi, and streaming TV, all run on 100% renewable energy. Ideal for business travel, weekend getaways, or family and friends. Your perfect country retreat awaits!

Indoor spacesFamilyAccess

4.93 out of 5 average rating, 142 reviews

Home in Ashland

Charming 3-Bedroom Home in the Heart of Ashland

Ashland’s Whistle Stop – In the heart of the Center Of The Universe. Come & enjoy this beautifully remodeled & quaintly decorated 3-bedroom 2.5-bathroom home that will enfold you in the look & feel of the Town of Ashland. Come & enjoy the custom décor that celebrates all that Ashland has to offer, such as the Train Room, the Randolph Macon inspired bedroom, the Center of the Universe Billiards Room. This home has everything you will need or want to unwind for a weekend away or an extended stay!

KitchenFamilyCondition

A charming Arts and Crafts bungalow is showcased, featuring a wide front porch supported by green columns. Steps lead up to the entrance, surrounded by well-maintained greenery. The red brick exterior highlights the architectural details, complemented by neighboring homes in a serene neighborhood setting.

4.98 out of 5 average rating, 337 reviews

Bright, quirky bungalow

Take it easy at this unique and tranquil home within 3 miles of downtown Richmond, VCU and the Fan (also close to I 95/64 exits). Located in the historic Bellevue neighborhood with restaurants and shops within walking distance, this charming Arts and Crafts bungalow has an open feel with a large family room and dining room, a kitchen with a tin-plated ceiling, a butcher block island, and breakfast nook. There are 2 Bedrooms, an office and large front and back porch perfect for morning coffee!

Indoor spacesFamilyComfort

4.86 out of 5 average rating, 652 reviews

A paved driveway lined with trees leads towards a country guest house, offering a serene path. Inside, a spacious bed is paired with contemporary nightstands and lamps. A private pool shines under clear skies, featuring a neatly manicured surrounding area and lounge chairs for relaxation.

Guesthouse in Glen Allen

Private and Quiet Pool House Convenient Location

Pool is open for the season, it’s a private pool dedicated to our Airbnb guests only. This country guest house is very clean with a simple design. It's conveniently located seven miles away from Short Pump where you can enjoy dining, shopping, and entertainment. You will experience a quite relaxing retreat without leaving the city. We provide 4G wireless hotspot internet and a comfortable computer working space for business travelers. Grocery stores, business center, and banks are nearby.

FamilyIndoor spacesAmenities

4.97 out of 5 average rating, 635 reviews

The treehouse is illuminated at night, showcasing its inviting wooden structure with large windows. A bridge leads to the main entrance, surrounded by trees. Soft lights adorn the deck and outdoor area, creating a warm and welcoming ambiance.

Treehouse in Richmond

Trailside Treehouse - Riverside in Richmond, VA

Fulfill your childhood dream of camping in a treehouse! From this central spot, easily explore the trails and river. Then, relax on the deck and enjoy the magic of the trees. •Airbnb “Top 20 Places to Stay in VA” •"Best of Richmond" by Style Magazine •Featured in Airbnb article on hospitality •One of "8 Great Airbnbs" in the U.S. by Inside Hook •Comes with bathroom, kitchenette & lounge apartment in host house •Dog-friendly Social media: @trailside_treehouse City permit #BLDR-107741-2022

KitchenFamilyCleanliness

Apartment in Mechanicsville

A cozy sleeping area features a spacious bed dressed in dark bedding. Multiple decorative pillows offer a pop of color against a stylish headboard. Natural light filters in through a window adorned with patterned curtains, contributing to a bright yet relaxing environment.

5.0 out of 5 average rating, 108 reviews

Cozy "Blue Butterfly" Cottage w/ futon

Clean & cozy 1 bedroom cottage w/ ample parking. Cottage is located in a safe and quiet neighborhood close to shopping with a plethora of restaurants. Only minutes away from the historic City of Richmond with it's rich history, museums, & beautiful views of the James River. Enjoy the nightlife with scads of restaurants & clubs or dine at Rockets Landing & watch the sun set over the river. Being centrally located makes this cottage the perfect place for traveling nurses & professionals.

Indoor spacesKitchenCleanliness

4.93 out of 5 average rating, 244 reviews

Rally & Rest: Pickleball & Designer Home

Welcome to our modern-retro 1925 brick house 🏡 — where historic charm meets bold, designer style. Perfect for groups, families, or friends who want comfort, creativity, and FUN. 📍 Steps from Scott’s Addition breweries + restaurants 🍻 🎬 Outdoor movie projector theater under the stars 🌌 🏓 Regulation-size pickleball court for epic matches 🧘 Private yoga + fitness studio with mats, blocks, and free weights 🔥 Backyard fire pit + swings for cozy nights 🚗 Parking for up to 6–8 cars

Indoor spacesFamilyOutdoor spaces

4.99 out of 5 average rating, 219 reviews

Tiny home in Richmond

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!

KitchenFamilyLocation

4.97 out of 5 average rating, 160 reviews

An exterior view showcases a wooden staircase leading to the entrance of the accommodation. The stairs are surrounded by trees, with a pathway made of stone tiles visible in the foreground. The rustic brick wall of the building adds character to the serene natural setting.

Apartment in Ashland

Ashland Aerie

Relax in this peaceful, stylish space for one, located north of Richmond. Park in the carport and go upstairs (21 steps) to enjoy privacy, convenience, and safety - with kitchenette, small washer/dryer, smart TV, desk, and exterior cameras. Ashland, less than three miles south, has restaurants (many), grocery stores, laundromats, a movie theater, a public library, churches, a post office, and Randolph Macon College. King’s Dominion and Meadow Event Park are six miles north.

Indoor spacesKitchenCheckout

4.96 out of 5 average rating, 693 reviews

The kitchen area features wooden cabinetry and a spacious white refrigerator. A dining table with four wooden chairs is set to one side, while the living area, equipped with a cozy blue couch, is visible in the background. Natural light illuminates the space.

Guesthouse in Ashland

2 Bdrms★Pet Friendly★4K Theater★Fire Pit★Fast Wifi

Minutes from I-95 "The Cottage" is a great stop along your journey just 15 minutes to Kings Dominion or Meadow Event Park. Surf high speed internet, catch up on laundry, dine in Ashland or have a cookout and share stories around the campfire. You’ll love the Cottage because of the clean accommodations, complete kitchen, quiet neighborhood, home theater, comfy beds & pet friendly! The Cottage is great for Families, Couples, Business Travelers & Fun Seekers!

KitchenFamilyParking

A well-equipped kitchen features white cabinetry and stainless steel appliances. A gas stove and microwave are present, along with a spacious island that includes two wooden bar stools. Natural light fills the space, highlighting the warm wooden flooring and contemporary design elements.

4.91 out of 5 average rating, 173 reviews

Classic Comfort, Minutes from Downtown RVA

Welcome to our charming 3-bedroom vintage retreat minutes away from historic Downtown Richmond, Virginia! Step into a bygone era as you cross the threshold of this thoughtfully designed home, where classic charm meets modern comfort. Our home is a tribute to the timeless beauty of yesteryears. It is just minutes from Richmond International Raceway, Convention Center, VCU, UR, and Richmond Airport!

FamilyKitchenQuiet

4.93 out of 5 average rating, 403 reviews

An open-concept studio features exposed brick walls and modern finishes. A compact kitchen area includes stainless steel appliances. A cozy seating area is adorned with a green chair, while a light-colored rug lies on the polished floor, contributing to a warm and inviting ambiance.

Barn in Richmond

Cozy Carriage House Conversion

Enjoy a quiet get away in this carriage house that has been converted to a cozy studio apartment in Church Hill. 400 sq ft of TINY living! Originally built in 1902 this space was home to one horse and hay loft above- it's not your typical hotel chain. It was updated in 2020 to become a small landing pad travelers in search of a unique place to stay.

KitchenFamilyAir conditioning

Popular amenities for Mechanicsville family-friendly rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.96 out of 5 average rating, 192 reviews

A well-appointed sleeping area features a spacious bed covered with an orange quilt and patterned pillows. Soft natural light enters through a window, complemented by light gray curtains. A full-length mirror and framed artwork adorn the walls, creating a serene atmosphere.

Home in Beaverdam

The Cozy Cottage w/ hot tub! 35min to downtown RVA

KitchenFamilyValue

An outdoor hot tub is situated next to wooden steps in a yard adorned with autumn leaves. Surrounding trees display vibrant red foliage, while the house stands to the side, illuminated by soft afternoon sunlight.

4.96 out of 5 average rating, 170 reviews

Hot Tub Oasis, Minutes from Downtown Richmond

Indoor spacesKitchenBathroom

4.97 out of 5 average rating, 477 reviews

The bell tent is illuminated softly from within, showcasing a cozy seating arrangement with plush cushions and a small candle in the center. A woven rug covers the ground, creating a warm atmosphere, while the evening sky adds a tranquil backdrop.

Tent in Richmond

Romantic Urban Glamping Tent with A/C & Hot Tub

Indoor spacesKitchenComfort

4.93 out of 5 average rating, 522 reviews

A well-lit bedroom features a spacious bed with white linens. A bedside table with a lamp and a small mirror are visible. A window allows natural light in, showcasing green tree foliage outside. A wall-mounted air conditioning unit is also present.

Guest suite in Richmond

cozy urban oasis-free parking/gym/pool access

Indoor spacesFamilyWalkability

4.96 out of 5 average rating, 161 reviews

Historic Church Hill Gem | Walk to Chimborazo Park

Indoor spacesFamilyAccuracy

4.99 out of 5 average rating, 86 reviews

Home in Mechanicsville

Hot Tub • Theater • Game Room | Sleeps 12

FamilyIndoor spacesQuiet

5.0 out of 5 average rating, 20 reviews

Waterfront Escape | Hot Tub, Canoe & SUP

KitchenFamilyView

5.0 out of 5 average rating, 35 reviews

Home in Midlothian

Vincent House | Historic Charm & Modern Comfort

FamilyIndoor spacesView

Family- and pet-friendly home rentals

4.88 out of 5 average rating, 103 reviews

A bright and open living area is adorned with large windows allowing natural light to illuminate the room. A comfortable sofa is complemented by a stylish armchair. The dining area features a table set with a tray and flowers, adding a touch of freshness to the space.

Home in Glen Allen

Glen Allen Mid-Century Modern Casita

KitchenIndoor spacesCheck-in

4.93 out of 5 average rating, 136 reviews

Home in Quinton

Kelly's Comfortable Quinton Home

KitchenFamilyNearby

4.96 out of 5 average rating, 275 reviews

Private Garden Home w/ Large Fenced Yard + Gazebo

FamilyKitchenAccuracy

A modern kitchen area features a brick accent wall and a central island with three brown bar stools. A red retro-style refrigerator stands against the wall, while a sleek range hood hovers above the cooktop, creating a functional and stylish cooking space.

4.94 out of 5 average rating, 396 reviews

Cozy Northside Nook only 10 mins from Downtown RVA

Indoor spacesFamilyCondition

5.0 out of 5 average rating, 150 reviews

The townhouse apartment features a charming exterior with a light grey siding and white trim. A set of stairs leads to the entrance, framed by two flags. Lush green grass and trees surround the property, enhancing the welcoming presence of the home.

Apartment in Hanover

Apartment for 4 close to Ashland, RIR & The Meadow

Indoor spacesKitchenOutdoor spaces

4.99 out of 5 average rating, 164 reviews

Guesthouse in Richmond

Spacious, pet-friendly nature retreat | The Bohive

KitchenFamilyBathroom

4.87 out of 5 average rating, 329 reviews

A stylish room features a spacious bed adorned with patterned bedding and two yellow pillows. A bright red couch and wooden coffee table are positioned nearby, while a smart TV sits on a dark stand. Natural light filters through large windows covered by soft curtains.

Apartment in The Fan

2BR 1BA Fan house/ Private Parking/Fully Fenced

Indoor spacesFamilySleep quality

4.88 out of 5 average rating, 525 reviews

A houseboat, painted in blue and white, is docked next to a wooden marina. Surrounding greenery provides a natural backdrop, while a wooden structure with a red roof is visible in the background, showcasing a peaceful riverside setting.

Boat in Richmond

Warm, Cozy and Comfortable Houseboat, Gated Marina

FamilyIndoor spacesValue

Family-friendly home rentals with a pool

A light-filled living area features a spacious sectional couch adorned with patterned throws. A dining table set for four is visible nearby, accompanied by decorative tableware. Large windows offer ample natural light, and a green plant adds a touch of nature to the room.

4.86 out of 5 average rating, 106 reviews

River City Den

KitchenIndoor spacesQuiet

4.97 out of 5 average rating, 36 reviews

Entire Home • Central Richmond • Free Parking

KitchenIndoor spacesLocation

The exterior of a historic home is showcased, featuring a welcoming porch adorned with columns. Lush greenery surrounds the property, complemented by a manicured yard. Large windows provide a glimpse into the inviting interior, while the façade reflects a blend of classic architectural details.

4.98 out of 5 average rating, 64 reviews

Historic Blanton Getaway

FamilyKitchenCheckout

4.96 out of 5 average rating, 28 reviews

A well-lit bedroom features a spacious bed with neutral-toned bedding and decorative pillows. A bedside table holds a soft lamp, while a round mirror reflects natural light. Large windows with wooden frames allow for views of the surroundings, creating a serene atmosphere.

Guesthouse in Richmond

The Wythe Guesthouse

FamilyIndoor spacesHeating

5.0 out of 5 average rating, 14 reviews

King Suite | Gym, WiFi & Free Parking

KitchenIndoor spacesAccuracy

4.75 out of 5 average rating, 12 reviews

An outdoor pool area is surrounded by a brick patio and a spacious building featuring large glass windows. Lounge chairs are arranged near the pool, and a round table with metal chairs is positioned beside it, enhancing the inviting space for relaxation.

Place to stay in Moseley

“WaterView" The Pool Pavilion, waterfront property

KitchenIndoor spacesLayout

4.96 out of 5 average rating, 82 reviews

Adorable Studio;Movie-Night;Kingbed;Garage Parking

KitchenIndoor spacesTV