House holiday rentals in Glen Allen

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!

Family · Location · Condition

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!

Location · Family · Access

The Maplewood Retreat | Luxurious European Living

Rejuvenate in a delightful king bed, soak up the sun on the giant living room sofa, or unwind by the fire on the patio out back. Satisfy your hunger with dinner at Hobnob, a regional favorite only a block away. Walk two more blocks to get a drink at Final Gravity or breakfast at the original location of Lakeside LoveShack. You'll leave inspired and refreshed from your stay in this spacious home nestled in the family-friendly Lakeside neighborhood with easy access to downtown, and attractions.

Value · Family · Hospitality

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.

Location · Family · Checkout

Perfect Location, Classic Style & Yard with Patio

Ideal location, comfortable home and fenced yard on one of Richmond's most idyllic Near West End streets. Two queen bedrooms plus a convertible twin bedroom upstairs and an additional full pull-out sleeper in the finished basement. Separate office for dedicated work space. Fully fenced backyard with a furnished patio makes this family- and pet-friendly retreat ideal for enjoying the outdoors. Living room, separate dining room and basement den. Walking distance to Mary Munford. STR-149573-2025

Value · Family · Cleanliness

4 beds/3 Private parking/2 mins to I-64 & I-95

Your family will be close to everything when you stay at this centrally-located place with a 92 walk score. 3 minutes to VCU, 7 minutes to Scott’s Addition Historical District and 2 minutes to I-64/95. New house built in 2016. Hosts up to 8-9 people comfortably Dripping coffee & Keurige coffee machine and coffee pods are provided! Pet friendly! Crib& high chair and kids dishes are provided for kids! This place is great for families with kids,couples,solo adventures,business travelers.

Value · Location · Cleanliness

Glen Allen Mid-Century Modern Casita

Welcome to the Mid-Century Modern Casita located on the border of Henrico County and Richmond City; Situated in a safe and welcoming neighborhood with easy access to the best Richmond has to offer. Every detail has been carefully considered. This home is fully equip with a washer/dryer, cookware, fast internet, smart TVs, river towels and much more to make for an accommodating stay. Conveniently located to Virginia's top attractions, we are the perfect stopping ground for your next trip!

Value · Family · Amenities

Eclectic Designer Retreat Near UofR + Peloton Bike

Modern design, impeccable lighting, and high-end finishes with a cozy wood burning fireplace. PELOTON exercise bike here, bring your cycling shoes! This charming private home is nestled in the heart of Westhampton just one mile from the University of Richmond and Libbie and Grove AVE. Surrounded by some of Richmond’s best shopping and dining and designed specifically for Airbnb guests to have a comfortable stay. Westhampton is one of Richmond’s most sought after neighborhoods. Welcome home!

Family · Location · Outdoor spaces

Clean & Cozy getaway close to Kings Dominion & RMC

Clean & Cozy 3 bedroom, 2 full bath, located in Ashland, Va. Fully fenced in back yard, Board games & kid books for family time. YMCA, library & parks with in walking distance.1.3 miles from Randolph Macom College, 9 miles from King dominion,14 miles to Richmond Raceway, multiple restaurants, coffee shops & stores with-in 3 miles. Peaceful, cozy & quiet neighborhood. Absolutely NO PARTIES, NO "gatherings" NO Smoking, Any evidence of smoking inside will result in an additional $300 fee.

Location · Family · Checkout

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

Family · Location · Decor

For Art Sake - Colorful Cape

This unique place has a style all its own. Located in the quaint town of Ashland, our house backs up to Randolph Macon College. This house is walking distance to the college, restaurants and night life, library, Amtrak station, post office and many more amenities. Our cape has a clean, crisp bohemian/modern vibe filled with artwork, that will ensure you that you are away on a relaxing vacation. The yard is fully fenced with outdoor dining and grilling and is pet friendly.

Value · Location · Accuracy

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!

Location · Family · Laundry