Vacation rentals in Yorktown

4.96 out of 5 average rating, 531 reviews

A charming studio entrance is framed by lush greenery and flowering plants. A yellow exterior is complemented by a welcoming front porch adorned with climbing vines. A brick pathway leads to the door, inviting guests into a cozy retreat.

Guest suite in Hampton

Storybook Cottage

Beautiful studio within walking distance to downtown Hampton waterfront, marinas, shopping, dining, microbreweries, arts & museum district. Short drive to beaches, NASA/Langley AFB, Hampton U., and Ft. Monroe. Centrally located off I-64 between Williamsburg and Va. Beach. Quiet and cozy. Has private front and rear entrances and covered private back porch. Perfect for couples & business travelers. Complimentary coffee, tea , water, etc. No 3rd party reservations. Self check in after 3 pm.

Guesthouse in Gloucester County

A modern cottage is presented in a wooded setting, featuring a spacious deck with seating and a spiral staircase. A fire pit surrounded by four chairs is anchored on a green lawn. Soft outdoor lighting adds to the inviting ambiance of the area.

4.98 out of 5 average rating, 165 reviews

Modern Cottage w/ Hot Tub, Creekview & Fire Pit

Escape to this beautifully remodeled guest cottage, designed for an unforgettable stay. Nestled in a serene 6.5-acre setting with private creek views, it's just minutes from shopping, breweries, and dining. Wake up to breathtaking scenery, unwind in a peaceful setting, and enjoy modern amenities. Relax by the fire pit or soak in the hot tub. Perfect for a romantic retreat or a fun-filled family getaway in the Historic Triangle. Unmatched comfort, charm, and relaxation—your perfect escape awaits!

4.98 out of 5 average rating, 229 reviews

Apartment in North

Little Cove Cottage, Couples Retreat/Mathews

Little Cove Cottage: a charming studio in Mathews County with private entrance. Mathews is a rural town with several beautiful beaches close by and many areas to access the water. This apartment offers a small water view of the North River, with a pier and boat ramp just 400 yards away. Bring your Kayaks or use ours. . We are just minutes away from the Mobjack and Chesapeake Bays. Mathews is home to great restaurants with fresh seafood. We also have a wonderful farmer's market. Come enjoy!

Apartment in Williamsburg

Two gaming controllers are placed on a dark wooden surface, resting alongside a compact retro game console. A decorative lamp with a textured glass base is visible in the background, adding a soft glow to the scene.

4.84 out of 5 average rating, 444 reviews

The Nook

Enjoy a getaway in this cozy 1 bedroom apartment attached to a classic 1940s Cape Cod home minutes from Colonial Williamsburg and Jamestown. You'll be within biking distance to many local attractions such as Williamsburg Winery, Jamestown Island, Jamestown Settlement, Jamestown Beach, and Billsburg Brewery. Busch Gardens & Water Country are a 15 minute drive. The Nook was completely refinished in 2020. Need more space or traveling with a group? Inquire about our other units.

A stacked washer and dryer unit is positioned in a small laundry area. The doorway leads to a brightly lit space featuring a light-colored kitchen. Wooden flooring enhances the overall warmth of the space.

4.94 out of 5 average rating, 187 reviews

Bee Humble Cottage Entire Home

Curious about what makes Gloucester so wonderful? Live like a local at "Bee Humble Cottage" and find out for yourself at our newly renovated 2 bedroom cottage. Super homey and spacious living allows for guests to have memorable family & friend time. Sit around with the windows open, sipping morning coffee. Our street is quiet & very safe with free parking spaces. Shops, restaurants, hiking, lovely beaches & Colonial Williamsburg all within a short driving distance of our home.

Superhost

An outdoor seating area features two elevated chairs positioned on a concrete surface. The structure is constructed from wood with an open design, surrounded by greenery. Ceiling fans provide airflow, enhancing the serene atmosphere.

Guest suite in Newport News

4.85 out of 5 average rating, 150 reviews

Secret Garden Studio

Private and intimate studio on the property where you can enjoy the peaceful garden , hop on your bike & tour the Newport News area. Located in triangle area of Christopher Newport Univ., Mariners Museum & Noland Trail Park, Ferguson Center of Arts. Studio offers air conditioning/heat, Internet, 55"TV w/ Netflix, Amazon Prime & Hulu. Make coffee, tea, toast or eggs...all you need in this serene private, intimate space ! A full bath with lg.washer and dryer tops it off!

4.96 out of 5 average rating, 124 reviews

Home in Gloucester Point

Charming coastal home w/ outdoor area and river views

Tucked away at the end of a quiet road, our home welcomes you. This spacious, thoughtfully designed 1 BR/1.5 BA home on 4 acres is ideal for those looking to relax and get away from it all while still being just minutes away from some of the areas best dining and attractions. Whether you want to watch the sun rise over the York River, spend the day exploring the historic triangle, or just take it easy around the house and enjoy the outdoor area, the choice is yours.

4.94 out of 5 average rating, 526 reviews

A rustic cabin is surrounded by lush trees, with a welcoming porch showcasing seating. The exterior features wooden panels and large windows, allowing natural light to fill the interior while maintaining privacy. A gravel path leads to the entrance, enhancing the natural landscape.

Guesthouse in Saluda

Wooded Cabin retreat on fresh water pond

If your looking for a quiet place in a wooded setting, this is it. Cabin has view of private 7.5 acre pond, deck and walking trail to the scenic Dragon Run, with canoe portage. You are welcome to bring your canoe/kayak. Bird watchers, wildflower enthusiasts will enjoy what the Dragon Run has to offer. If shopping or history is your interest, this cabin is only 45 min away from Williamsburg, and will give you a place to relax. This is a pet friendly cabin.

Cottage in Gloucester Point

A comfortable blue cushioned chair is situated on a wooden deck, offering a serene view of the calm waters of Sarah's Creek. Lush green grass and trees frame the landscape, creating a tranquil outdoor space perfect for relaxation.

4.99 out of 5 average rating, 141 reviews

Sarah's Creek Starlight

Beautifully remodeled 1930 Sears Starlight kit home. This cottage is located on the waters of Sarah's Creek, making it just a short drive from Historic Yorktown and Williamsburg. This space is fully furnished with a new kitchen, dining and living areas, 2 bedrooms with queen beds, 1 bedroom with a bunk and one bathroom. No matter what your stay is for you can look forward to the comfort, relaxation and beautiful views this cottage has to offer.

Cottage in Gloucester Point

A wooden dock leads into a serene waterside area bordered by tall, leafy trees. Two kayaks rest on the grassy shoreline, with the cottage visible in the background, surrounded by greenery. The scene is tranquil, inviting outdoor activities by the water.

4.94 out of 5 average rating, 263 reviews

The Cottage on Sarah's Creek

Nestled on the waters of Sarah's Creek, this cozy cottage is just a short drive from historic Williamsburg and Yorktown. Fully furnished with a new kitchen, dining area, 1 bedroom, 1 bathroom, and a large loft with a queen bed and a pool table. Whether spending your days relaxing on the beach, exploring historic sights, or taking a tour of a local vineyard, you can look forward to the quiet comfort this cottage has to offer during your stay.

4.96 out of 5 average rating, 264 reviews

A modern kitchen features sleek gray cabinetry and a spacious island with bar seating for four. Stainless steel appliances include a side-by-side refrigerator and an oven. Shelves display dishware, while decorative light fixtures provide illumination over the countertop.

Home in Yorktown

Modern-farmhouse Retreat

Beautifully updated home nestled among the trees just along the edges of Colonial National Historic Park. Great location to everything you might want to see! A few minutes bike ride to the gorgeous Colonial Parkway; go shopping at the Outlets; explore historic Williamsburg, Jamestown and Yorktown; spend the day at the beach, or just rest in this quiet haven! High Speed Internet and cozy atmosphere... put your feet up and relax!

5 out of 5 average rating, 133 reviews

An inviting saltwater pool is surrounded by a spacious stone patio, featuring six lounge chairs positioned for relaxation. A dining table for six is situated nearby, all set amidst a serene wooded backdrop with lush green foliage.

Guesthouse in Gloucester

Creekside Guesthouse - Dock and Pool on 10 acres

With stunning views overlooking Bland Creek, this guesthouse is the perfect place to unwind or start your adventure. This two-bedroom apartment is nestled high in the treetops, perfectly situated on 10 acres of wooded and coastal beauty. When the time comes to explore, guests are only minutes away from eclectic shopping and dining in historic downtown Gloucester, with Williamsburg and Richmond an easy 45 minutes away.

Vacation rentals for every style

Get the amount of space that is right for you

Cottages

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Popular amenities for Yorktown vacation rentals

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Other great vacation rentals in Yorktown

A bright and modern kitchen features a combination of white cabinetry and wooden countertops. Stainless steel appliances, including a stove and microwave, are prominently displayed. Natural light floods the space through a window, illuminating the hardwood floor and giving a fresh, open feel.

4.97 out of 5 average rating, 59 reviews

A "Bitt of Home" in the heart of Gloucester.

ChipRating, 5 stars2 weeks ago

Tara is a very thoughtful host, who really cares about her guests as it shows with all of the amenities she provides and the thoughtful Thank You card. Her home is very beautifully and tastefully decorated. She was great with communicating with us! She is such a delight! The home has a lot of great space to relax and unwind. The home is also convenient to a lot of shops and restaurants! We all slept very well and the beds were super comfy! We look forward to coming back and certainly recommend her to other guests!

A tranquil riverside scene features a circular swing hanging from lush trees, positioned on soft grass. The calm water reflects the surrounding greenery, providing a serene backdrop for relaxation. In the distance, a private dock is visible, enhancing the peaceful atmosphere.

4.9 out of 5 average rating, 93 reviews

Severnly Pointe Cottage Waterfront Retreat

MelanieRating, 5 stars4 days ago

My children and grandchildren spent 7 days at this property and had an amazing time. The property is gorgeous and is just as the pictures and description states it is. The property is very private and peaceful surrounded by water and nature. My family enjoyed crabbing, fishing, and kayaking. Great communication with Tamara before, during, and after our visit. I highly recommend visiting!!

Townhouse in Newport News

4.95 out of 5 average rating, 42 reviews

Waterfront suburban oasis with theater room

KellyRating, 5 stars1 month ago

Without question, a 5-star stay! The home is set in a beautiful and peaceful location. It is spacious, impeccably clean, thoughtfully furnished. We had everything we needed to feel completely comfortable. I didn’t expect to enjoy the theater room as much as I did—it turned out to be a wonderful bonus that made the stay even more special. Highly recommend!

A wooden deck extends over the water, featuring four weathered lounge chairs arranged for relaxation. The calm river reflects the surrounding greenery, with trees lining the opposite shore under a partly cloudy sky.

4.99 out of 5 average rating, 78 reviews

Welcome to this Waterfront Home with Amazing Views

ChristineRating, 5 stars1 week ago

We had a wonderful visit to Ashley’s beautiful home in Gloucester. The house and property were spacious and beautiful. You will LOVE your stay. Ashley is an outstanding Superhost.

4.99 out of 5 average rating, 78 reviews

A modern shower space features natural stone walls in varying tones, creating a textured appearance. A glass block window allows soft light to filter in, while sleek metal handles provide access to the enclosed shower area. The design emphasizes both functionality and style.

Home in Gloucester Point

Amazing Gem! Riverfront, Location, Sunsets, Quite

JesseeRating, 5 stars1 month ago

The location was tucked away in a quiet neighborhood overlooking the York River. The house was exceptionally clean and they had everything we needed for our 3 night stay. The Bluetooth speaker was a nice bonus for listening to music while overlooking the river from the sitting room. We had a minor issue with the plumbing, but they quickly reacted and it did not interfere with our trip. We thoroughly enjoyed our stay and would gladly book again in this same location.

Home in Gloucester County

A firepit is surrounded by smooth stones, casting a warm glow against the evening sky. Calm waters stretch into the distance, where a pier is visible at the horizon, with silhouettes of the shoreline and a hint of sunset colors illuminating the clouds.

4.95 out of 5 average rating, 57 reviews

York River | Chesapeake Bay Bliss: Fishing Retreat

AmyRating, 5 stars1 week ago

We had a two night stay at this beautiful house. Everything was nice and clean. We loved sitting on the deck, overlooking the river. It was a perfect place to drink our morning coffee!

Superhost

The exterior of the villa is seen, featuring a grand entrance with columns and a welcoming façade. A tranquil pond is framed by vibrant rose bushes in bloom. The sky is accented by soft clouds, creating a serene atmosphere.

Villa in Williamsburg

4.9 out of 5 average rating, 20 reviews

Quiet Villa with Access to Amazing Amenities

KateRating, 5 stars1 week ago

This was an extremely comfortable stay and I’d stay here again, for sure! My husband, son and I played basketball and took advantage of both the indoor and outdoor pools. I slept great, apartment clean and accommodations thorough and very comfortable for us and for my son on the fold out couch.