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Family-friendly holiday rentals in East Highland Park

Find and book unique family-friendly homes on Airbnb

Quick stats about holiday rentals that are family-friendly in East Highland Park

  • Total holiday rentals

    Explore 30 holiday rentals in East Highland Park

  • Nightly prices starting at

    East Highland Park holiday rentals start at $85 NZD per night before taxes and fees

  • Verified guest reviews

    Over 1,150 verified reviews to help you choose

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    30 of East Highland Park holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across East Highland Park rentals

  • 4.7 Average rating

    East Highland Park stays receive an average rating of 4.7 out of 5 from guests

Top-rated family-friendly rentals in East Highland Park

Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

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Top Guest favourite
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.
Guesthouse in Mechanicsville

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!

FamilyIndoor spacesParks

4.98 out of 5 average rating, 107 reviews
Top Guest favourite
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.
Home in Richmond

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!

KitchenFamilyQuiet

4.98 out of 5 average rating, 334 reviews
Guest favourite
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

Indoor spacesKitchenDecor

4.97 out of 5 average rating, 634 reviews
Top Guest favourite
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.
Apartment in Mechanicsville

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 spacesFamilyBreakfast

5.0 out of 5 average rating, 107 reviews
Guest favourite
Home in Richmond

Cozy 3-Bedroom Home - Minutes to Downtown Richmond

Your family and friends will love the convenience of this centrally located home, while also enjoying the cheerful and cozy space it offers. It's just minutes from Richmond International Raceway, the Convention Center, VCU campuses, and downtown Richmond, which offers an influx of wonderful restaurants and eateries...both indoor or patio dining. Don't delay...make your reservation today! Your host's top priority is YOU and making sure your stay is a comfortable and enjoyable experience!

KitchenIndoor spacesLong stay

4.94 out of 5 average rating, 180 reviews
Top Guest favourite
An airy living room features high wooden ceilings and large windows allowing natural light to fill the space. Plush seating arrangements, including a light-colored sofa and brown armchair, are complemented by lush greenery in decorative pots. A cozy area rug adds warmth to the hardwood floor.
Apartment in The Fan

Dear John, Suite 1

Hospitality has been our life’s work. . The suites by Dear John LLC are executed with the same keen attention to detail as our award winning restaurants. We feature Casper Pillows, Tuft & Needles luxury mattresses and 700 thread count sheets. From black out shades to white noise & everything in between, we’ve got you covered for a restful retreat. A soaking tub & sauna are just a few of the surprises at DJ. Enjoy our chef’s kitchen or pop into one of the fan’s many great eateries.

KitchenIndoor spacesOutdoor spaces

5.0 out of 5 average rating, 121 reviews
Superhost
Home in Richmond

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 spacesKitchenBiking

4.93 out of 5 average rating, 244 reviews
Top Guest favourite
The spacious studio features a queen-sized bed adorned with yellow accents, surrounded by lush greenery. Natural light streams through multiple windows, illuminating modern furnishings, including a kitchenette and a coffee station. A cozy rug lies below, enhancing the inviting atmosphere of the room.
Guesthouse in Richmond

Funky, Private Guesthouse Near Richmond Food Scene

Welcome to the Yellow Tiger’s Den, a private, tucked-away guesthouse filled with bold color, thoughtful design, and a little Richmond edge. Set above a spiral staircase for total privacy, this sunny studio blends mid-century modern style with curated yellow accents, a cozy private patio, and everything you need for a relaxed stay. Located in Richmond’s historic Battery Park neighborhood, you’re minutes from the city’s growing food scene, local attractions, and easy highway access.

Indoor spacesKitchenSleep quality

4.96 out of 5 average rating, 343 reviews
Top Guest favourite
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!

Indoor spacesFamilyLayout

4.99 out of 5 average rating, 216 reviews
Top Guest favourite
A welcoming living room features a comfortable sectional sofa and two stylish armchairs arranged around a round coffee table. A TV is mounted above a white mantel, with a decorative plant and wall art enhancing the space. Natural light streams through large windows, illuminating the rich hardwood floors.
Home in Richmond

Pristine updated rowhome with garage

*Sunday checkout at 3 pm* Located in the heart of historic Richmond and within a short walking distance to the James River, Brown's Island, Belle Isle, downtown, Altria Theatre, and VCU. This comfortable, spacious, and beautiful rowhome in eclectic Oregon Hill awaits your visit and is painstakingly furnished with Airbnb guests in mind. All of your day-to-day needs are met so you can relax and enjoy your time! - Walk score: 73, very walkable. Thanks for your consideration!

KitchenIndoor spacesBathroom

4.97 out of 5 average rating, 193 reviews
Top Guest favourite
An open and airy living space is characterized by exposed brick walls and high ceilings. A sleek staircase leads to the loft, while a mix of modern seating arrangements surrounds a low coffee table. A television is mounted above a stylish fireplace, enhancing the room's functionality.
Apartment in Church Hill

City Living in this Church Hill Gem

Located in the center of Church Hill, this apartment features new appliances and furnishings, as well as fantastic, architectural details like huge stained glass windows, exposed brick and soaring ceilings . Guests can stay in the private bedroom with 1 Qn bed, or up in the loft that overlooks the living room area. Walking distance to all the great eateries in Church Hill. The apartment is located on the second floor (no lift) with plenty of free on street parking. .

KitchenFamilyCondition

4.95 out of 5 average rating, 206 reviews
Top Guest favourite
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!

KitchenIndoor spacesLayout

4.96 out of 5 average rating, 689 reviews

Popular amenities for East Highland Park family-friendly rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Family-friendly home rentals with a hot tub

Guest favourite
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.
Home in Richmond

Hot Tub Oasis, Minutes from Downtown Richmond

KitchenIndoor spacesCondition

4.96 out of 5 average rating, 167 reviews
Guest favourite
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 spacesKitchenBreakfast

4.97 out of 5 average rating, 477 reviews
Top Guest favourite
Apartment in Richmond

Historic Church Hill Gem | Walk to Chimborazo Park

Indoor spacesKitchenDecor

4.96 out of 5 average rating, 160 reviews
Guest favourite
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

KitchenIndoor spacesShared spaces

4.93 out of 5 average rating, 520 reviews
Top Guest favourite
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

FamilyKitchenLocation

4.96 out of 5 average rating, 191 reviews
Guest favourite
An outdoor living space is surrounded by vibrant autumn foliage, featuring a cozy firepit and seating area. A small wooden sauna and a cedar wood burning hot tub are visible, alongside spacious stone patio areas for relaxation and connection with nature.
Cabin in Mineral

Wellness Cabin W/ Hot tub, Sauna, Cold Plunge.

Indoor spacesKitchenHospitality

4.89 out of 5 average rating, 110 reviews
Top Guest favourite
A shaded outdoor space features a white table with chairs and two rocking chairs positioned on a concrete floor. Brick columns frame the area, and double glass doors provide access to the interior. Lush greenery surrounds the patio, enhancing the serene environment.
Guest suite in Bumpass

River's Edge - Private Suite

KitchenIndoor spacesLayout

4.99 out of 5 average rating, 270 reviews
Superhost
Home in Lanexa

The Shores Shack HOT TUB w/ fully stocked kitchen

FamilyKitchenPool

4.88 out of 5 average rating, 104 reviews

Family- and pet-friendly home rentals

Guest favourite
Home in Richmond

Modern 5 Bedroom Home, 5 mins away from Downtown

Indoor spacesKitchenComfort

4.89 out of 5 average rating, 134 reviews
Guest favourite
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.
Home in Richmond

Cozy Northside Nook only 10 mins from Downtown RVA

FamilyIndoor spacesAir conditioning

4.94 out of 5 average rating, 395 reviews
Top Guest favourite
An open kitchen and dining area showcase modern design with a spacious island and bar stools. A dining table with wooden chairs is complemented by vibrant pink orchids. Natural light fills the room through large windows, highlighting the contemporary appliances and decorative accents.
Home in The Fan

Big Fan Home/private parking /6 BR & 4 BA

KitchenFamilyTV

4.93 out of 5 average rating, 152 reviews
Superhost
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

KitchenFamilyGetting around

4.88 out of 5 average rating, 525 reviews
Guest favourite
The facade of a charming two-story home features a light blue exterior with white trim and a welcoming yellow front door. A flag with stars and stripes is displayed prominently. Wooden rocking chairs are positioned on the front porch, providing a comfortable sitting area.
Home in Shockoe Bottom

Gorgeous and spacious Church Hill Home

FamilyIndoor spacesWalkability

4.88 out of 5 average rating, 397 reviews
Guest favourite
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

The Cottage in the City -Private Yard and Fire Pit

Indoor spacesKitchenQuiet

4.93 out of 5 average rating, 312 reviews
Guest favourite
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

Forest Hill Modern Guest House

FamilyIndoor spacesHospitality

4.97 out of 5 average rating, 845 reviews
Guest favourite
A well-lit living area features a light grey color palette, with two comfortable white chairs facing a wooden coffee table. A potted plant adds a touch of greenery, while plush sofas provide ample seating. Sunlight streams through multiple large windows, enhancing the space's airy feel.
Home in Richmond

Grand Getaway in The Heart of RVA - 5BD 5.5BA

FamilyIndoor spacesWalkability

4.92 out of 5 average rating, 100 reviews

Family-friendly home rentals with a pool

Guest favourite
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

Keystone Acres Farm *Enclosed Heated Pool*

FamilyKitchenParks

4.95 out of 5 average rating, 132 reviews
Guest favourite
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

KitchenIndoor spacesQuiet

4.86 out of 5 average rating, 650 reviews
Superhost
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.
Apartment in Richmond

River City Den

FamilyIndoor spacesValue

4.86 out of 5 average rating, 105 reviews
Guest favourite
Apartment in Richmond

King Suite | Gym, WiFi & Free Parking

KitchenFamilySleep quality

5.0 out of 5 average rating, 13 reviews
Guest favourite
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

KitchenIndoor spacesOutdoor spaces

4.96 out of 5 average rating, 28 reviews
Top Guest favourite
Home in Richmond

Entire Home • Central Richmond • Free Parking

FamilyKitchenHospitality

4.97 out of 5 average rating, 35 reviews
Top Guest favourite
Home in Richmond

Spacious Oasis on Monument Ave | Pool NOW OPEN

FamilyKitchenHospitality

4.95 out of 5 average rating, 83 reviews
Top Guest favourite
A swimming pool is prominently featured, with clear blue water reflecting the sky. Surrounding the pool are stone tiles, offering ample space for relaxation. In the background, playground equipment and a basketball hoop are visible, set against a natural landscape of trees and open fields.
Farm stay in Bumpass

Farm Stay: Vineyard, Animals, Heated Pool

KitchenIndoor spacesNearby

5.0 out of 5 average rating, 74 reviews

Destinations to explore