Holiday rentals in Upper Shirley

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Upper Shirley

Guests agree: these stays are highly rated for location, cleanliness and more.

0 of 0 items showing

1 of 3 pages

Guest favourite

Flat in Chesterfield

4.94 out of 5 average rating, 16 reviews

Stonewall Manor at Keystone

We are a 5 star horse boarding farm in South Chesterfield, Virginia. There are many walking trails and the beauty of the property is awe inspiring. The apartment itself can sleep 2 in bed, one on couch, and we have access to blow up air mattress and pack-n-play for infants. All you need: full kitchen, breakfast area, coffee provided, Roku tv with all apps, exceptional wireless internet, cozy couch and sleepy bedroom equipped with black out curtains. Trust me, you book here, you'll be a regular.

Guest favourite

Home in King and Queen Court House

4.94 out of 5 average rating, 68 reviews

Creekside Cottage Retreat with HotTub!

Relax w/ the whole family at this peaceful place to stay. Hang out in the backyard & enjoy the fire pit or jump in the brand new 7 seater, hot tub and relax your worries away! Go for a fun kayak ride, or Jon boat ride w/ trolling motor on the creek! After your work up an appetite, be sure to enjoy cooking dinner on the grill and hanging out w/ the family on the back deck overlooking the creek as you watch the sunset. After dinner, enjoy a movie with the family in the spacious living room.

Top guest favourite

Cottage in Powhatan

4.9 out of 5 average rating, 141 reviews

Evening breeze cottage, nestled in the woods

Experience the perfect blend of comfort, tranquility, and tradition in this beautifully maintained home, steeped in a rich heritage of faith and family. Whether you're seeking a peaceful, cozy retreat to unwind or a welcoming base during your time in the area, this home provides an inviting atmosphere where you can truly relax. With its warm, quiet ambiance and pristine cleanliness, it offers an ideal sanctuary for both short stays and longer visits, ensuring your stay is restful and memorable.

Superhost

Apartment in Williamsburg

4.94 out of 5 average rating, 124 reviews

Luxury Riverfront Condo w/ sunrise & sunset views

Luxury One Bedroom Condo with stunning views of sunrises and sunsets overlooking the James River. Perfect for a romantic getaway or a small family adventure, you can sit on the private balcony and enjoy the serene views of the river and the marina, or venture out for kayaking, jet ski, pontoon boat, Busch Gardens, historic Colonial Williamsburg, wineries, award winning golf courses and restaurants, spa and so much more. Come and experience an unforgettable vacation while making many memories.

Superhost

Townhouse in Williamsburg

5 out of 5 average rating, 8 reviews

4BR/4BA perfect for BIG families! Near attractions

We've combined two two-bedroom condo units into a large 2460 sq. ft. four bedroom. Enjoy two king size master suites, queen and twin bed guest units and two kitchens and dining rooms. Four full bathrooms. The two living areas each have fireplaces and each has a sleeper sofa. Prepare those family meals in two well-appointed kitchens each equipped with a refrigerator, microwave, toaster, coffee maker and utensils. Only minutes from area shopping, dining and attractions, including Busch Gardens.

Top guest favourite

Home in Richmond

4.99 out of 5 average rating, 184 reviews

*Mid-Century Boho* 2 Primary Suites! Private Patio

Welcome to this adorable mid-century modern, boho themed home! 1940s historic charmer! There’s 2 primary suites with private baths. 4 bedrooms total: 2 king beds and 2 queens: all gel memory foam and each room has a smart tv! Come hang out in the private, shaded backyard or the breezy screened in porch! 5 min to the very popular Forest Hill Park & James River. 10 min to Downtown, Carytown, The Fan, Museum District, Church Hill, breweries - great proximity to everything Richmond has to offer!

Guest favourite

Home in Richmond

5 out of 5 average rating, 56 reviews

RVA Retreat

This renovated gem is nestled in a prime cul de sac, mere minutes away from VCU, Johnston Willis, Chippenham Hospitals, SwimRVA and downtown Richmond, offering unparalleled convenience for both work and play. Stay connected with 1GB Fios internet and enjoy the latest entertainment on the new streaming TVs in the Livingroom and two bedrooms. With off-street parking and a charming small deck, this duplex unit promises the perfect blend of comfort and style. Grab this fantastic opportunity now!

Guest favourite

Home in Lanexa

4.96 out of 5 average rating, 203 reviews

Williamsburg Hide-A-Way Creekside

Cozy home, updated decor, full kitchen, 3 bedrooms (all Queen beds), 2 baths overlooking a gorgeous creek that is too beautiful to describe. Minutes from Colonial Williamsburg, Busch Gardens yet rural, private and quaint. Screened, 3 season porch with heat and A/C, gated deck for kids and pet containment, propane grill, fire table, swing set, boat ramp, kayaks. Enjoy a totally relaxing experience with homelike accommodations. **Pet friendly upon owner approval of breed, age, etc.

Guest favourite

Home in Quinton

4.91 out of 5 average rating, 137 reviews

Light & airy home w/private hot tub on golf course

This spacious and well-appointed 4 bedroom house overlooking the Brookwoods golf course with a 7-person hot tub is the ideal place for relaxation. It is located in a safe neighborhood with 5 minutes walking distance to the Jolene family winery. The lake and golf club are also within walking distance. Bring bikes, fishing gear. Conveniently located near I-95 and I-64. 20 min to downtown Richmond, 35 min to Williamsburg attractions, King’s Dominion, Busch Garden, and Water Country.

Guest favourite

Flat in Richmond

4.9 out of 5 average rating, 278 reviews

Start Your Richmond Adventure Here

Welcome to the Chateau Floyd, where quality rest is invited, memories are made, and adventures are sought. “A single dream is more powerful than a thousand realities.” –J.R.R. Tolkien You will LOVE Richmond in THE FAN! One of the best neighborhoods for eating, taking a stroll, and relaxing. 10 minute walk to the Virginia Museum of Fine Arts, lots of places to explore, and this apartment is PERFECT for a FUN weekend out and a relaxing time in. Don't believe me? Read the reviews.

Top guest favourite

Home in Charles City

4.99 out of 5 average rating, 279 reviews

Hutch's Bluff - Waterfront near Williamsburg

Charming riverfront A-Frame home on 2 acres overlooking the Chickahominy River. Completely updated interior, including all furnishings and appliances. Wake in a King bed loft space with a majestic view of the river, or choose one of the two Queen bedrooms below. First floor all tile bathroom with a walk in shower. Stainless appliances and granite countertops. Bring your fishing gear, relax at the end of the pier, or enjoy the views from the large deck and fire pit.

Top guest favourite

Cabin in Dinwiddie

4.96 out of 5 average rating, 151 reviews

*No Fees* Lake Cabin with Private Dock

Looking for a new favorite spot to make memories? This lake cabin offers a gorgeous view and plenty of space for fun on the water. Set on a small private lake, the cabin has it's own dock, hot tub, high-speed internet, fire pit, large covered porch, and includes partial access to two sides of the lake. I'm proud to offer this family property with no additional fees, and know you'll enjoy our treasured spot.