Holiday rentals with a pool in Chesterfield County

“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.

Location · Value · Indoor spaces

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

Family · Location · Parking

Cozy 1BR | Private Balcony, Gym, Pool & Workspace

This luxury apartment is perfect for traveling nurses, professionals, solo travelers, or couples. The fully equipped kitchen features an air fryer, crockpot, coffee bar, and Bartesian machine to make you feel at home. The apartment complex offers amazing amenities, including a Rooftop Terrace , two courtyards, a pool, yoga room, on-site fitness center, and a modern co-working space. Step into this fully furnished, upscale space, where every detail has been designed with your comfort in mind.

Location · Value · Air conditioning

River & City Views | Richmond | Pool | Gym

Welcome to your 10th-floor Manchester retreat with stunning river and city views! Enjoy a comfortable, fully equipped apartment just minutes from Downtown, VCU, MCV Hospital, the Flood Wall, and Richmond’s best restaurants, attractions, and outdoor activities. The apartment includes Wi-Fi, parking, gym, pool, a fully stocked kitchen, comfortable linens, towels, and all the essentials for an easy, relaxing stay. Whether you’re visiting for work or exploring Richmond, this is the perfect stay!

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.

Location · Family · Kitchen

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.

Location · Family · Laundry

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.

Value · Location · TV

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.

Value · Location · Pool

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.

Value · Family · Nearby

River City Den

Come relax in this cozy nest in the city, which about 5 minutes from Brown's Island, as well as approximately 10 minutes away from Maymont and Forest Hill Park, McGuire Veterans Medical Center, MCV Hospital, and Shockoe Bottom restaurants. High speed internet is available, as well as access to pool and 24 hour gym. The living and dining area has a lot of natural light during the day, making it a very peaceful atmosphere.

Value · Location · Condition

Modern Retreat | Gym, WiFi & Washer/Dryer

✨ Welcome to your modern industrial retreat in the heart of Manchester, Richmond. Perfect for business travelers, couples, or extended stays, this stylish apartment combines comfort and convenience just 5 minutes from Downtown Richmond. Enjoy soaring ceilings, skylights that fill the space with natural light, a dedicated sit-stand workspace, in-unit laundry, and memory foam bedding designed for a restful night's sleep.

A house you wish you called home

Your family will be close to everything when you stay at this centrally-located place. There’s shopping, dining, major roads, etc all nearby. Four bedroom home with one queen bed in master suite, 2 bedrooms with full beds, and another bedroom with a couch & tv/ hang out area. Fenced in yard, paths and parks in neighborhood, and multiple other amenities in the community.

Location · Family · Sleep quality