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Places to stay near Jamestown Settlement

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Top-rated vacation rentals near Jamestown Settlement

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A sandy path leads to the beach, bordered by wooden fences on either side. Grasses sway gently in the breeze, and the calm waters can be seen in the distance under a clear blue sky.

Home in Virginia Beach

4.87 out of 5 average rating, 101 reviews

The Happy Place-Quiet, North End 1 block to ocean!

Nicest area in VA Beach & 5 minute walk to the beach! Enjoy a private, peaceful, vintage beach house and fully fenced yard in exclusive North End's quiet family neighborhood! Away from the crowds w/ easy access to everything. Great for surfing, swimming, walking, biking (1st State Landing park nearby), kayaking, fishing, dreaming, or reading. Cul-de-sac location. Detached house with dog-friendly yard! Comes w/ sheets & towels, 3 bikes, surfboard, beach chairs, buggy & umbrella. Equipped kitchen.

A spacious bedroom features a large bed with fresh linens, complemented by a wooden bench at the foot. Light-colored walls and hardwood floors enhance the airy feel. Natural light floods in through shuttered windows, and bedside lamps provide soft illumination.

Home in Virginia Beach

4.93 out of 5 average rating, 15 reviews

Incredible Location! Amazing Comfort!

Location, Location, Location!! Approximately 200 yards from your toes in the sand and the incredible blue Atlantic. A home away from home with all the amenities you could possibly need to make your stay, or extended stay a comfortable and memorable experience. The bunk room is ideal for an extended family or a comfortable room only for the little people. Virginia Beach has everything you need whether you're coming for vacation, relaxation, activity, or work. Experience Virginia Beach while stayi

Top guest favorite

A wooden deck is surrounded by trees, featuring a circular fire pit and several seating options. A portable grill is positioned nearby, and lush greenery is integrated into the landscape. A serene water view can be observed in the background, enhancing the natural setting.

Guesthouse in Gloucester County

4.98 out of 5 average rating, 154 reviews

Moody Cabin: Hot Tub/ Creek Fire Pit Park Setting

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!

A cozy bedroom features a spacious bed adorned with soft linens and decorative pillows. Natural light enters through sliding glass doors that open to a deck overlooking the water. A bedside table holds a lamp, with a tray presenting two cups beside a light snack.

Home in Cobbs Creek

4.9 out of 5 average rating, 149 reviews

Millionaire $ Views No Xtra Charge! Hot Tub! POOL!

Welcome to The Cottage at Misti Cove, where you can experience the epitome of relaxation and tranquility. Immerse yourself in the serene ambiance of our cottage, aptly named for its simplicity, which belies the luxurious amenities that await you. At The Cottage at Misti Cove, we understand that the essence of a fulfilling vacation lies in the delicate balance between embracing the simple life and indulging in modern comforts. Here, you will discover a haven that seamlessly blends these elements

A charming café building features a pale yellow exterior with blue accents. Outdoor seating is arranged with black metal chairs and tables under bright blue umbrellas. Potted plants border the entrance, enhancing the inviting atmosphere of the Coastal Baking Company.

Home in Cape Charles

4.94 out of 5 average rating, 116 reviews

Bakery Next Door | Renovated | Golf Cart Avail.

Nectarine 13 is a centrally located. Next door, you’ll find the Coastal Bakery. A great place for breakfast or Treat. Relax on the charming front porch and soak in the calm, historic vibe of Cape Charles. A Quick walk to historic Downtown, Take a swim in the bay or cast a line off the dock. Central Park is also nearby, offering a great spot for a family picnic while the kids enjoy the playground. Golf carts are available to rent(Cart Rentals are only available during the House rental period)

Home in Cape Charles

4.96 out of 5 average rating, 103 reviews

Cape Charles Retreat - 2 Blocks from Beach/Town

Welcome to Cape Charles Retreat! Come on up to the porch, grab a lemonade and settle into the porch swing for some much deserved rest and relaxation. Cape Charles Retreat is a beautiful 100+ year old American Foursquare located two blocks from the beach, Central Park, and town! Our home has been restored to preserve much of its original charm while adding modern amenities and outfitted with everything you’ll need for a great beach vacation. So grab your bathing suit and come for a visit!

Top guest favorite

Soft illumination from ground-level lights highlights the lush landscaping surrounding the property. Various plants and flowers are visible, and a calm ambiance is created by the gentle glow. In the background, trees silhouette against the evening sky, enhancing the serene setting.

Guest suite in Virginia Beach

4.98 out of 5 average rating, 147 reviews

Quiet Suite with Private Entrance

Looking for a place to relax away from the chaos of the oceanfront? Quiet, private and secluded but conveniently located. Less than a 10 minute drive to the beach. Walking distance to breweries, local restaurants, grocery stores and other amenities Beautiful 2 acre property with plenty of outdoor space to find a place to relax, play games or take a nap Leesa king size mattress Luxurious bathroom with soaker tub Microwave and fridge, Kurig, k-cups snacks and popcorn Smart TV, WiFi

Home in Virginia Beach

4.93 out of 5 average rating, 190 reviews

Spacious home for up to 10! GREAT for families!

Experience the heart of Virginia Beach's Vibe District! *Spacious 4BR, 3.5BA home; accommodates up to 10 guests *Two separate living rooms for relaxation and entertainment *Just 2.5 blocks from the beach; beach cart and gear provided *1 mile to the Convention Center; perfect for event attendees *Fully equipped kitchen for home-cooked meals *High-speed WiFi; stay connected during your getaway *Washer & dryer available for your convenience Book your dream family vacation today with us!

Top guest favorite

A serene sunset is captured over calm ocean waters, where hues of orange and pink blend softly into the sky. The horizon is defined by the setting sun, reflecting light across the water's surface, creating a peaceful atmosphere.

Home in Virginia Beach

4.96 out of 5 average rating, 194 reviews

Salida del Sol, North End Beach

The beach AND privacy! Wide open residential beaches, with plenty of "distancing space"! Best kept secret at the beach! Fully stocked, fully furnished, immaculate Vacation rental on Va Beach North End. 5 star rating says it all. Atlantic Ocean across the street. Public beach access. 3 flat screen TVs, Wifi, cable, beach cart, chairs &'umbrella. Outdoor grill. Private parking. 2025 Pool Season... May 23–September 7. NO HAIR DYE!

A spacious shower enclosure is featured, surrounded by elegant marble tiles in various shades. The glass doors provide a clear view of the shower head and a decorative stone floor. Natural light floods the area through nearby windows.

Home in Virginia Beach

4.89 out of 5 average rating, 132 reviews

Beach Home, Upscale Croatan Resort + Private Pool

This spacious Atlantic Ocean view beach home is breathtaking. Only a two minute walk to the private beach area in the Upscale Croatan neighborhood. Beautiful Atlantic ocean, boardwalk views, and the inlet from decks. Pool and grill in backyard and a grill off third floor kitchen deck entrance.

A modern kitchen and dining area is presented, featuring a large island with seating for four. An adjacent dining table accommodates four, with wicker chairs nearby. Natural light filters through multiple windows. The kitchen includes stainless steel appliances and white cabinetry, enhancing a clean and functional space.

Cottage in Gloucester

4.89 out of 5 average rating, 190 reviews

White Heron Cottage

Find yourself feeling cozy at this charming and peaceful home. Centrally located 15 minutes from our lovely little town and 45 minutes to Williamsburg, VA. Several public beaches are close by. Owners are proud Super Host who specialize in attention to detail and making sure guest have a great stay.

The exterior of a historic brick building is shown, featuring a classic symmetrical design with multiple windows and a central entrance. A winding pathway leads through a landscaped yard, framed by trees and flower beds, suggesting a serene outdoor environment.

Apartment in Williamsburg

4.87 out of 5 average rating, 109 reviews

Best Resort/$$$ for Colonial Wburg & Busch Gardens

Our place is close to restaurants, supermarkets, dining and family-friendly activities. The resort is great for couples, solo adventurers, business travelers, families (with kids), and big groups. We are 10 minutes from Colonial Wburg & Jamestown and 20 minutes from Busch Gardens.

Popular amenities for vacation rentals near Jamestown Settlement

Free parking on premises

Air conditioning

Other top sights near Jamestown Settlement

Jamestown Settlement39 locals recommend

Williamsburg Premium Outlets45 locals recommend

Peninsula Town Center30 locals recommend

Colonial Downs Racetrack3 locals recommend

Captain George's Seafood Restaurant10 locals recommend

City Center at Oyster Point11 locals recommend

Condo rentals with wifi

A view of the ocean from a living area is presented through sliding glass doors. Natural light fills the space, enhancing the sea view. The patio features a railing and two outdoor chairs, inviting relaxation while taking in the coastal scenery.

Condo in Virginia Beach

4.84 out of 5 average rating, 281 reviews

Beautiful Beachfront Condo

Top guest favorite

Condo in Virginia Beach

4.99 out of 5 average rating, 101 reviews

Tropical 2BR Condo Getaway 1 Block from the Beach!

Top guest favorite

A living area features comfortable seating with plush couches and a woven coffee table. Large windows provide natural light, and a dining area with a blue fabric table set is visible. Decorative elements include a ceiling fan and wall art.

Condo in Virginia Beach

4.94 out of 5 average rating, 126 reviews

Spacious Beach Captain’s Quarters Near Rudee Inlet

A compact kitchen area features white cabinetry and a black refrigerator, creating a clean contrast. A wooden dining table is surrounded by four chairs, accented by a decorative bowl at the center. Natural light illuminates the space, enhancing the simple and functional design.

Condo in Virginia Beach

4.92 out of 5 average rating, 195 reviews

2 Bedroom Condo One Block from the Oceanfront!

A bright living area features expansive floor-to-ceiling windows with ocean views. A spacious sectional sofa is arranged around a central coffee table. Two upholstered chairs and a small dining table offer additional seating options. The walls are painted in a calming blue, complementing the decor.

Condo in Virginia Beach

4.86 out of 5 average rating, 137 reviews

Oceanfront, beachfront, boardwalk, fun, dolphins

The living area features light-colored walls and natural wood flooring. A cozy sofa is arranged with a central coffee table, while a dining area is visible in the background. Large windows allow ample natural light, and a decorative plant adds a touch of greenery.

Condo in Virginia Beach

4.84 out of 5 average rating, 132 reviews

Beach Bungalow on the Boardwalk

Condo in Virginia Beach

4.8 out of 5 average rating, 169 reviews

Beach Bliss Oasis

A well-lit living area features a gray sofa positioned next to a cozy chair, with a yellow accent pillow adding a touch of color. Light streams through large windows with plantation shutters, illuminating the open layout that connects to a modern kitchen with granite countertops.

Condo in Virginia Beach

4.94 out of 5 average rating, 284 reviews

Beach Condo Block Off Boardwalk

Family-friendly house rentals

The living room showcases a neutral palette with two cozy sofas and a light-colored coffee table at the center. Wall art adorns the space, complemented by natural light filtering through the windows, creating a relaxed atmosphere perfect for gathering.

Home in Virginia Beach

4.96 out of 5 average rating, 320 reviews

Lakeside Oasis - Walk 2 everything! 3Blocks2Beach

Top guest favorite

A two-story house is depicted with light-colored siding and a welcoming porch. Decorative hanging plants adorn the porch, which features a symmetrical layout with steps leading to the entry. Lush greenery and vibrant flowers are visible around the base of the home, creating a pleasant outdoor atmosphere.

Home in Virginia Beach

4.99 out of 5 average rating, 148 reviews

Quiet family location and close to BEACH!

A charming two-story beach house is presented with yellow siding and blue shutters. A white picket fence surrounds the front yard, while fish-shaped decorations adorn the exterior. A welcoming porch features a green front door, inviting guests to relax in the coastal atmosphere.

Home in Cape Charles

4.93 out of 5 average rating, 201 reviews

Charming house close to beach and shops!

Home in Richmond

4.81 out of 5 average rating, 248 reviews

Carytown/Museum/Fan Modern w/parking

A charming two-story house from 1845 is showcased with a light-colored exterior. A covered porch extends along the front, featuring steps leading up to the entrance. Lush greenery surrounds the property, while a partly cloudy sky adds a serene backdrop.

Home in Williamsburg

4.79 out of 5 average rating, 107 reviews

Historic Capitol Landing 3BR/2Ba home

The brick house from 1925 is displayed with warm autumn colors surrounding it. A white picket fence defines the front yard, while sunlight filters through the trees, creating a serene atmosphere. The inviting entryway is framed by well-maintained landscaping.

Home in Richmond

4.95 out of 5 average rating, 206 reviews

Pickleball in Vintage Gem with Backyard Oasis

Home in Gloucester

4.98 out of 5 average rating, 130 reviews

Welcome to "Miss Bee Haven"

4.88 out of 5 average rating, 114 reviews

House Sanctuary on the Chesapeake

Apartment rentals with air conditioning

A rustic building sits along the cove, featuring a welcoming porch and striped awning. The reflection in the calm water highlights the structure's charm. A boat is docked nearby, surrounded by trees that provide a serene backdrop.

Apartment in White Stone

4.92 out of 5 average rating, 116 reviews

The Fish House

A well-appointed bedroom features a spacious bed covered with a gray quilt. Bedside tables with modern lamps flank the bed, providing soft illumination. An accent chair is positioned at the foot of the bed, while a geometric patterned rug complements the overall design.

Apartment in Richmond

4.93 out of 5 average rating, 288 reviews

Very Quiet Secure Apartment Next to VCU Hospital

A bright living area is illuminated by vaulted skylights and large windows, creating an open atmosphere. A comfortable gray sofa is positioned with a glass coffee table in front. A wall-mounted television is visible across from the seating area, while a doorway leads to the outdoor terrace.

Apartment in Richmond

4.88 out of 5 average rating, 189 reviews

Jackson Modern

A spacious living room is featured with a comfortable dark leather sectional sofa and a small wooden side table. Bright natural light floods in through the large front windows, adorned with colored glass transoms. A flat-screen television is mounted on the wall, enhancing the cozy space.

Apartment in Richmond

4.96 out of 5 average rating, 272 reviews

Historic Richmond Rental - Street Level

The inviting living area features exposed brick walls paired with light-colored furnishings. A cozy gray sofa is positioned across from a wall-mounted television, while a coffee table sits in the center. Natural light enters through windows, highlighting the warm tones of the wooden floor.

Apartment in Richmond

4.86 out of 5 average rating, 269 reviews

Fan District Furnished 2 Bedroom, 2 Baths

A comfortable living area is highlighted by a sectional sofa adorned with decorative pillows. A round coffee table with a small plant sits in front. Light enters through windows dressed with patterned curtains, and a modern wall clock enhances the decor.

Apartment in Hampton

4.84 out of 5 average rating, 107 reviews

2BR Haven: Modern Comforts, Timeless Charm

A cozy living area is presented with a light gray sofa and a wooden coffee table. A decorative rug in warm tones is visible on the hardwood floor. Natural light filters in through the windows, and a faux plant adds a touch of greenery. A flat-screen TV is mounted on the wall.

Apartment in Richmond

4.9 out of 5 average rating, 280 reviews

Start Your Richmond Adventure Here

A spacious living room features a combination of red upholstered seating, including two armchairs and a sofa. A wooden coffee table is placed centrally, adorned with a decorative item. Natural light filters through large windows, complemented by indoor plants that add a touch of greenery.

Apartment in Norfolk

4.89 out of 5 average rating, 152 reviews

Spacious Recently Renovated Apartment

Other great vacation rentals near Jamestown Settlement

Condo in Williamsburg

4.8 out of 5 average rating, 5 reviews

Top choice! Greensprings 4BR/4BA near attractions.

An aerial view captures a tranquil property nestled by a serene cove. The two-story home features a light exterior with a dark roof. A wooden dock extends into the water, adorned with seating and kayaks, surrounded by lush greenery and open fields.

Home in White Stone

4.92 out of 5 average rating, 24 reviews

Relax Waterfront Hot Tub, Game Room, Frisbee Golf

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!

Top guest favorite

Townhouse in Virginia Beach

5 out of 5 average rating, 47 reviews

Wave Break Hideaway

A serene view of Perkins Creek is presented, with gentle water reflecting the surrounding greenery. Large trees and well-maintained shrubbery frame the scene, while wooden decking leads down to the water's edge, enhancing connectivity to nature.

Townhouse in Urbanna

4.93 out of 5 average rating, 71 reviews

Urbanna Vacation Station

4.71 out of 5 average rating, 31 reviews

Home Blocks from Beach!

Top guest favorite

A charming farmhouse cottage is showcased, featuring white siding and a metal roof. The property includes a spacious gravel driveway surrounded by greenery. Flower beds with small bushes and seasonal decorations accent the entrance, while tall trees provide shade alongside the home.

Cottage in Irvington

4.98 out of 5 average rating, 162 reviews

Charming cottage next to Tides Inn with big yard

Home in Norfolk

4.88 out of 5 average rating, 73 reviews

Sweet home steps away from *beach* / Fenced yard

Destinations to explore