Holiday rentals with a pool in Chesterfield County

Yummy;kingbed;MovieNight;Pool table;Garage Parking

This beautifully designed apartment is bursting with energy. You have easy access to the city, James River, canal walk & Shockoe Bottom. Enjoy shooting pool with loved ones or a night watching a movie on the 120in projector screen with popcorn. Sleep on a king bed and wake up to a cup of coffee from the complimentary coffee station. Building amenities include 2 outdoor living with grill, gym, co-working area, lounge/sky patio (check with host on availability). Complimentary Garage Parking-1 car

“WaterView" The Pool Pavilion, waterfront property

This unique and elegant Family friendly partial wheelchair access property offers a beautiful waterfront view, a pool, a pier, 4 king rooms, and a futon. Offering a large entertainment area also with indoor games. This home with its hand-milled elegant woodwork, spiral staircase, and custom bar overlooks the beautiful swift creek reservoir. It resides on a 100-acre private estate with walking trails along the water. Enjoy our newly renovated fully stocked kitchen! Found in the Midlothian area.

2 Story Penthouse 2 Balconies, Skyline View, Pool

This stunning penthouse offers luxury and comfort for traveling nurses, professionals, solo travelers, or couples. The fully equipped kitchen includes an air fryer, crockpot, coffee bar, and Bartesian machine for a true home-away-from-home experience. Enjoy views from the Rooftop Terrace, relax in two courtyards, or take a dip in the pool. The complex features a yoga room, fitness center, modern co-working space, and private underground parking. The perfect place for an unforgettable stay!

Charming 3 bedroom w/ prvt bath Apart. in Scott

Welcome to your luxurious home base in the heart of Scott’s Addition. Private bathrooms in each bedroom, a full kitchen, in-unit laundry, fast Wi-Fi, and Smart TVs in every room, plus access to a pool, gym, and rec room. Walk to breweries, restaurants, and shops—great for families, groups, or business travelers. This is our personal apartment when not hosting, so you may notice neatly stored clothing, pantry items, or basic toiletries. The space is clean, organized, and fully guest-ready.

Lovely 1 BR Apartment with Riverfront Balcony

Looking for a calm space to relax while taking in the expansive views of the wild & wonderful James River? Then, look no further! Furnished with a mix of period pieces that provide a personal touch, this bright 1 BR space with private balcony & sweeping views of the city is just for you! Amenities include: garage, fitness & yoga rooms, rooftop lounge & adjoining terraces with fire pit & barbecue. Shiplock Views sits between historic Church Hill and a riverside bike & walking trail.

Historic Blanton Getaway

Blanton Historic Haven with Pool & Game Room A stunning retreat located in the heart of Richmond, VA. Nestled near the picturesque Byrd Park and the charming Carillon neighborhood, this historic house offers the perfect blend of vintage charm and modern amenities. Enjoy a serene stay in this beautifully preserved home featuring a spacious pool, a fun-filled game room, and a gorgeous yard perfect for relaxation. Walking distance to great restaurants, bars, and shopping in the fan.

Modern Downtown Stay • Free Parking • Pets OK

Welcome to a stylish and modern apartment located in the vibrant heart of old Manchester With sleek, contemporary design and all the comforts of home, this space offers the perfect base to explore Richmond's trendiest neighborhood. Enjoy easy access to local breweries, craft cocktail bars, unique dining spots, and art galleries. Whether you're here for business, leisure, or a weekend getaway, this unit provides a cozy and convenient stay with everything you need to relax

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.

Cute and Cozy | Garage Parking | Accessible

This stylish and spacious one bedroom one bath apartment is at the heart of the city, yet tucked quietly near the river. The room has a king bed with beautiful and sublet decor. It’s fun packed with a 75 inch television for an evening of relaxation in the cozy living room, fresh popping popcorn machine, a Nintendo Switch, and a fully stocked kitchen. It’s walking distance to restaurants and bars and minutes from VCU, James River, Carytown and most of Richmond.

cozy urban condo-free garage parking

Historic reuse development project transformed a beloved local department store (Miller & Rhoads- originally built in 1925) into modern condominiums and apartment spaces. Shared amenities with attached Hilton Hotel make this space unique and appealing, as well as the general location, which is highly walkable and accessible to many businesses, hospitals, learning institutions and popular local eateries, coffee shops, museums and cultural events.

Entire Home • Central Richmond • Free Parking

This house has everything you need for your home away from home. It’s walking distance from VCU, the Fan, several parks, and free access to the community pool. It’s less than a 10 minutes from Downtown RVA, Carytown, Allianz Amphitheater, The Altria Theater, and the Richmond Convention Center. The nearest park is a 5 minute walk away with open tennis courts, basketball courts, community garden, playground, and fitness area.

Charming Apartment in Affluent Neighborhood

Stylish second floor retreat in Moseley, VA—just 20 minutes from Richmond. Enjoy a fully equipped kitchen, fast Wi-Fi, 50” Smart TV, washer/dryer, and free parking. Access resort-style amenities including a pool, gym, grill area, plus nearby tennis and golf. Located in a quiet community close to shopping and dining. No parties or smoking. Perfect for business, leisure short or long term stays.