Vacation rentals in Upper Shirley

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Top-rated vacation rentals in Upper Shirley

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Top guest favorite

The well-lit wooden deck features a central rug with a single comfortable chair, inviting relaxation. Soft lighting enhances the space, creating a welcoming atmosphere for evening gatherings. A grill is positioned nearby, ready for outdoor cooking.

Cottage in Powhatan

4.9 out of 5 average rating, 142 reviews

Evening breeze cottage, nestled in the woods

JacobRating, 5 starstoday

We had an amazing stay here! Rhoda was a great host. it was a private and beautiful area but also it was very convenient to everything around. the house was clean, and even better than the pictures! we felt very cozy just like home and would stay again if we are back in the area!

Superhost

A living area features two comfortable seating options, including a sofa and an armchair. Light wooden coffee tables are positioned in front, enhancing the welcoming space. The open layout connects to the kitchen area, visible in the background, with bar seating for casual dining.

Townhouse in Williamsburg

5 out of 5 average rating, 8 reviews

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

ChrisRating, 5 stars12 months ago

We got a combined two floor apartment (end unit so it was very private) with plenty of space for each of my friends to have their own beds. The back porch and patio were very private and had a beautiful view of the backyard. I would highly recommend this listing!

Top guest favorite

A modern bathroom vanity is featured with a dual sink countertop in light gray. Circular mirrors are mounted above each sink, complemented by wall-mounted sconces. Black faucets and accessories add contrast against the neutral walls. Fresh towels hang neatly on either side.

Home in Richmond

4.99 out of 5 average rating, 184 reviews

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

EsraRating, 5 stars1 week ago

Cody’s place was a great place for us to stay while we were in the area. The house is nice and feels very cozy corgi as extremely accommodating and responsive. I would definitely stay here again if I came to the area.

Guest favorite

A comfortably arranged living room features a large navy sofa paired with a cozy armchair, complemented by a soft area rug. A mounted flat-screen TV is displayed on the accent wall, while natural light filters in through sheer curtains, illuminating the space.

Home in Richmond

5 out of 5 average rating, 56 reviews

RVA Retreat

YuldozRating, 5 stars2 weeks ago

I had a great stay at this Airbnb! The host’s messages were fun and welcoming, it really brought a sense of adventure. Their communication was top-notch, always timely and proactive, which made everything run smoothly. The place itself was lovely, and I really appreciated the great selection of cute games and toys like Bluey! Overall, a wonderful experience!

Top guest favorite

Home in Charles City

4.99 out of 5 average rating, 279 reviews

Hutch's Bluff - Waterfront near Williamsburg

AndrewRating, 5 stars1 week ago

My wife and I along with our 9 and 10 yr old stayed here while visiting the Williamsburg attractions and it worked out perfectly. It was only a 20-30 min drive on scenic back roads and we never had issues with traffic. It was nice to escape the crowds at the end of the day and go back to the peace and quiet of Hutch’s Bluff.

Top guest favorite

A covered porch offers a glimpse of the serene lake surrounded by lush greenery. Sunlight filters through ferns hanging from the wooden beams, casting gentle shadows. The porch railing frames the tranquil view of the water and natural landscape beyond.

Cabin in Dinwiddie

4.96 out of 5 average rating, 151 reviews

*No Fees* Lake Cabin with Private Dock

Leigh And TimRating, 5 stars1 week ago

We loved our stay at Amelia’s cabin! It is such a beautiful location and so peaceful. Our family had the best time fishing from the dock, going out on the canoe, enjoying the hot tub and having a bonfire. We would definitely come back! Our dogs had the best time swimming as well. Amelia was always very responsive, friendly and helpful! She is a wonderful host!

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Guest favorite

Home in Charles City

5 out of 5 average rating, 8 reviews

Cap2Cap cottage II Va Cap Trail lower level

GrantRating, 5 stars3 days ago

The lower level apartment was as advertised. The upstairs rental apartment was busy and loud at times, but there was truth in advertising that this is a lower level apartment. What you see is what you get in the space. There was a surprise utility service during my stay. I let it alone, but the owner contacted me to apologize and offer a credit, which I appreciated.

Superhost

The front of a single-story house is depicted, featuring a welcoming porch with white railings and a front door. Flanking windows with black shutters and a stone path lead to the entrance, while flower beds with shrubs add a touch of greenery.

Home in Midlothian

4.88 out of 5 average rating, 129 reviews

Cheerful and peaceful 3 bedroom home.

IndigoRating, 5 stars2 weeks ago

Great home close to Pocahontas State Park. Plenty of space and a spacious yard (which we ended up not needing as I didn't bring my dogs).

Guest favorite

A long, wooden dock extends from a white staircase toward a covered boat slip on the river. Lush greenery flanks the sides, and the water reflects a cloudy sky above. The natural scenery enhances the tranquil setting by the river.

Home in West Point

4.96 out of 5 average rating, 28 reviews

Perfect river retreat - views and fun bunkroom!

MeghanRating, 5 stars4 weeks ago

What a perfect getaway location! Ruby's place was just what we needed, clean, beautiful, and so spacious, we truly had everything we could ask for. We so appreciated Ruby's great communication, flexibility and attentive nature for our stay, she was so helpful! 10/10 recommend!

Superhost

A set of sturdy metal grating steps leads up to a green front door. Surrounding the steps, a gravel pathway enhances the entrance, framed by wooden accents on the building's exterior. Natural light illuminates the area, providing a welcoming ambiance.

Home in Providence Forge

5 out of 5 average rating, 3 reviews

Greenbrier guest home

BrennenRating, 5 stars4 months ago

Mrs. Jean and her husband were wonderful hosts! Very clean living space, many amenities, gorgeous area absolutely will stay again!

Top guest favorite

An outdoor seating area is set up on a spacious balcony, featuring two armchairs and a couch, all adorned with turquoise cushions. A patterned rug lies beneath, complementing the neutral stone flooring. The view showcases a city skyline framed by lush greenery.

Apartment in Richmond

5 out of 5 average rating, 35 reviews

Stunning City Views | 3BR w/ Balcony + Fire Pit

EthanRating, 5 stars6 days ago

Taryn's place was great for our short stay in Richmond. The toys for kids were appreciated by my little ones. The location was peaceful and not too far away from the city. It was exactly like the pictures and Taryn was a very responsive and helpful host. I'd recommend this home to anyone with a family looking into staying in the Richmond area, my kids liked it so much they didn't want to leave.

Guest favorite

A modern, fully equipped kitchen is showcased, featuring stainless steel appliances including a refrigerator, microwave, and dishwasher. Dark cabinetry complements the bright countertops, while patterned black and white mats add style to the space. Ample natural light illuminates the kitchen area.

Apartment in Richmond

4.89 out of 5 average rating, 19 reviews

Luxury Living in Richmond/POOL/BRAND NEW

DonRating, 5 stars5 days ago

Fantastic accommodations - apartment seemed close to new with plenty of room & private bathroom for each bedroom & big walk-in closets. Nice common area between bedrooms. Great dog park & areas to walk dog. Would definitely stay with Anna again & highly recommend.

Guest favorite

A spacious living room features a stone fireplace, a large sectional sofa, and a coffee table. Soft light enters through the windows, and a wall-mounted television is visible. Decorative elements include a wall clock and framed artwork. Warm wood accents enhance the inviting space.

Home in Charles City

4.89 out of 5 average rating, 27 reviews

Wooded Oasis on the way to the beach!

LaurieRating, 5 stars5 months ago

My friends & I really enjoyed our stay at this property. It was very private and quiet. Just what we needed for a relaxing girls weekend away.

Superhost

A spacious wooden deck is surrounded by lush greenery, featuring a gas-powered fire pit at the center. Four wicker chairs with red cushions offer comfortable seating, while string lights hang above, adding a charming touch to the outdoor space.

Home in Chesterfield

4.81 out of 5 average rating, 42 reviews

Exquisite Farmhouse Style Home

JonathanRating, 5 stars3 weeks ago

Close to Swim RVA and the soccer fields. much more convenient than staying on Midlothian Turnpike...and no traffic! Everyone had their own bed, and it's so nice for the adults to be able to stay up when the swimmers are early to bed early to rise. The place was clean, and we look forward to staying there again!

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Vacation rentals in Upper Shirley

Top-rated vacation rentals in Upper Shirley

Vacation rentals for every style

Popular amenities for Upper Shirley vacation rentals

Other great vacation rentals in Upper Shirley

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