Pet-friendly holiday rentals in Lakeside

4.91 out of 5 average rating, 317 reviews

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.

Flat in The Fan

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

Superhost

A sitting area features a two-tone black sofa and matching armchair, complemented by a textured orange rug. Natural light filters through sheer curtains, illuminating the space and highlighting the subtle details of the room's design.

4.8 out of 5 average rating, 488 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!

A traditional living area is shown, featuring a comfortable gray sofa adorned with decorative pillows. A flat-screen television hangs above a classic fireplace, while light streams in through a nearby window. The space is well-lit, with a staircase visible in the background.

4.91 out of 5 average rating, 130 reviews

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

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, 157 reviews

Hot Tub Oasis, Minutes from Downtown Richmond

Find the best of both worlds here, a tranquil getaway while only 12 minutes from Downtown, Carytown, Scott's Addition, the VMFA, and more. Enjoy the James River by Tubing, Kayaking, Rafting or Swimming, Hiking, Award Winning Restaurants, all within a 5 minute drive. Our home includes amenities such an 8 person hot tub, a pond dock with beautiful views, outdoor fire pit, patio, essential oil bath, and tea/ coffee on us! Our kitchen is stocked with cookware, spices, & dishes. STR-135430-2024 is

Superhost

A well-maintained pathway leads to the front entrance of a single-story house, surrounded by neat hedges and manicured lawns. A lamp post stands at the forefront, illuminating the walkway that connects to the lush green surroundings.

4.82 out of 5 average rating, 111 reviews

A clean, safe, house full of steel balls and games

I'm a blue collar guy in a blue collar neighborhood in a blue collar house. House was built in 1959 and I have kept everything that works from that era. It's like going back in time. Oven, Dishwasher, some light switches, bath tub, and vanity are original. Plenty of vintage, workable pinball machines and vintage game consoles throughout the house. The place is yours to use. Also has a patio for outdoor grilling. Located near the lakeside community with local restaurants, shops, and breweries.

4.99 out of 5 average rating, 154 reviews

Guest house in Richmond

Spacious, pet-friendly nature retreat | The Bohive

Escape to The Bohive off I-95, a charming 1200 sq ft studio, conveniently located just off the interstate & minutes from downtown. On a private “nature reserve”, this is the perfect place to unwind & recharge. Inside, you'll find a comfortable king bed & kitchenette (no stove). The cozy living area has a smart TV, great for relaxing after a long day of exploring. Enjoy coffee on the private deck or immerse yourself in nature before heading out. Great spot for road trippers! STR2024-00002

4.98 out of 5 average rating, 139 reviews

A bright living area features high ceilings with exposed wooden beams. A comfortable white sofa is adorned with neutral cushions, complemented by a round wooden coffee table. Natural light filters in through large windows, with a potted plant adding a touch of greenery against the light backdrop.

Flat in Ashland

Luminous Architectural Gem

This luxurious space is filled with natural light streaming through the large windows. Exposed beams create a warm atmosphere. The open plan layout maximizes functionality, featuring a sleek modern kitchenette, a comfortable king size bed, and a stylish living area with a plush sofa and smart TV. The bathroom is crisp and contemporary with premium fixtures. Perfect for solo travelers or couples, the bright, beam-accented retreat offers a blend of comfort and character in an intimate setting.

A cozy living room features a wood-burning fireplace surrounded by a stylish white mantel. Comfortable seating includes a brown leather chair and an accented blue sofa. A coffee table sits elegantly in the center, with soft lighting from overhead fixtures enhancing the space's warmth.

4.94 out of 5 average rating, 389 reviews

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!

4.99 out of 5 average rating, 203 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!

4.96 out of 5 average rating, 663 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.

Guest house 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!

A comfortable living room features a large gray sectional couch paired with two light-colored armchairs. A round coffee table sits in the center, surrounded by wood flooring. Natural light filters through window blinds, illuminating a floral wall art piece above the seating area.

4.89 out of 5 average rating, 245 reviews

Cozy Retreat w/ Fenced Yard & Fire Pit

Relax with family and friends in this spacious 3-bedroom home featuring a private fenced backyard and cozy fire pit — perfect for gatherings, kids, and quiet evenings under the stars. Sleeps up to 8 guests with 1 king bed, 1 queen bed, 2 twin beds, and a queen sleeper sofa in the living room. Includes a fully equipped kitchen, in-home laundry, and comfortable living spaces. A guest favorite with consistently excellent reviews — book with confidence.