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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.

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, 151 reviews

Modern Moody Cabin w/ Hot Tub Creek View 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!

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, 148 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

The kitchen features exposed brick walls and modern finishes. A wooden dining table with four chairs is positioned in front of a window, allowing natural light to illuminate the space. Stainless steel appliances are present, along with a large sink and ample counter space.

Home in Cape Charles

4.94 out of 5 average rating, 116 reviews

Bakery Next door! Beautiful Renovations

Nectarine 13 is centrally located, century old brick duplex is newly renovated and ready for guests. It's a short walk next door to the Coastal Baking Company to get your freshly baked cinnamon roll. Sit on the front porch and enjoy the calm, quaint, historic town of Cape Charles. Take a swim in the bay or cast your poles from the dock just blocks down Main Street. Central Park, is a short stroll, and a great place for a picnic while the kids enjoy the playground. Golf carts for rent as well.

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, 144 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

A spacious deck is presented overlooking a serene waterfront, with a scenic sunset casting vibrant colors across the sky. A reclining chair is positioned on the deck, inviting relaxation while enjoying the tranquil views of the creek and surrounding greenery.

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.

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

Sunrise, 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 welcoming porch features a vibrant coral door framed by two windows. Light-colored outdoor chairs are arranged around a small table, complemented by a decorative mat and nautical-inspired decor. The covered area provides a cozy spot to relax outside.

Tiny home in Cape Charles

4.88 out of 5 average rating, 120 reviews

Summer Camp Tiny Cottage Walk to the beach & shops

At less than 470 sq feet, this 1920s house is super fun & ready to be enjoyed for a couples, friends, and small families! • King sized bed with smart tv on the first floor • Two twin beds in a cozy sleeping loft • Small kitchen with propane stove, Nespresso maker & living space with a smart tv • Patio w/ charcoal grill, solo stove, & dining table • Paddle board & floats Please read through our totally honest disclaimer below!

A serene beach scene is captured with soft, sandy shores leading to calm waters. The horizon blends the ocean and sky, illuminated by bright blue tones, while gentle ripples break the surface. A clear day highlights the tranquil atmosphere of this coastal setting.

Home in Cape Charles

4.94 out of 5 average rating, 17 reviews

Nicebay Getaway

Discover this cozy Cape Charles haven near beach & bay. Golf, biking, kayaking, fishing - all at your doorstep. Charming golf cart community, stunning sunsets & nature trails await. Relax in comfort after outdoor adventures. Days in the sun and on the bay make the most unforgettable coastal getaway! null.

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, 189 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 Settlement107 locals recommend

Williamsburg Premium Outlets131 locals recommend

Peninsula Town Center64 locals recommend

Colonial Downs Racetrack3 locals recommend

City Center at Oyster Point16 locals recommend

Captain George's Seafood Restaurant14 locals recommend

Condo rentals with wifi

A wide sandy beach stretches along the shoreline of Chesapeake Bay, framed by gentle waves and a clear blue sky filled with white, fluffy clouds. People are seen strolling along the shore, enjoying the coastal scenery.

Condo in Norfolk

4.88 out of 5 average rating, 51 reviews

Beachside Condo | 2BR/2BA | Cross street to beach!

An indoor swimming pool is surrounded by light blue walls adorned with aquatic-themed murals. Sunlight streams through large arched windows, reflecting off the water's surface. Lounge chairs line the pool's edge, offering a place to relax.

Condo in Williamsburg

4.9 out of 5 average rating, 10 reviews

Wyndham Kingsgate (3 BD LO)

Top guest favorite

Condo in Williamsburg

4.97 out of 5 average rating, 108 reviews

Walk to beach large 2/2 in "Kingsmill on James"

An indoor swimming pool area is under high vaulted ceilings with large windows, allowing natural light to brighten the space. The pool features a shallow section marked for safety, with comfortable seating along the sides and plants adding greenery to the environment.

Condo in Williamsburg

5 out of 5 average rating, 10 reviews

Wyndham Governor's Green (3 BD Deluxe)

The living area features a light grey sofa, two teal armchairs, and a wooden coffee table. A woven basket holds a soft throw. In the background, a kitchenette is visible, along with cabinets and appliances, illuminated by natural light from skylights.

Condo in Williamsburg

4.96 out of 5 average rating, 69 reviews

2 Bedroom Stylish Kingsmill condo

A spacious apartment building is surrounded by well-maintained landscaping. Trees provide greenery in the background, while clear blue skies and scattered clouds create a pleasant ambiance. Sidewalks grant access to the various entrances of the building.

Condo in Newport News

4.9 out of 5 average rating, 154 reviews

Cozy Home Away from Home at Mary Robert Lane

A balcony is illuminated with warm string lights, casting a gentle glow. Elegant curtains frame the space, complemented by potted plants. Cozy seating areas are arranged for relaxation, with a view of the surrounding community and an evening sky.

Condo in Chesapeake

4.89 out of 5 average rating, 27 reviews

Artist's Retreat

A spacious community pool is set within a verdant landscape, framed by trees and grass. The clear blue water reflects the sky, while the pool area is enclosed by a black fence. Comfortable lounging space is available nearby, enhancing the inviting atmosphere.

Condo in Virginia Beach

4.64 out of 5 average rating, 50 reviews

Lovely 2 bedroom condo walking distance to Beach

Family-friendly house rentals

A single-story cottage sits on a gently sloping green lawn, framed by a large tree. Expansive glass doors provide views of a welcoming sun room and outdoor seating area, with clear blue skies above and a peaceful ambiance surrounding the property.

Home in Henrico

4.95 out of 5 average rating, 132 reviews

Enjoy Breezes on the James River

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!

The historic house features a wraparound porch supported by white columns. A hammock is visible, inviting relaxation in a leafy outdoor setting. The exterior is painted a deep blue, complemented by dark shutters and a brick base, surrounded by autumn foliage.

Home in West Point

4.89 out of 5 average rating, 112 reviews

Serene Sauna Retreat + Chefs Kitchen + Luxury Bath

Top guest favorite

An open living space is highlighted by light-colored hardwood floors and high ceilings. A comfortable seating area includes a white sofa and chairs, arranged around a coffee table. A stylish staircase leads to a loft space, while the kitchen area features modern appliances and a large island.

Home in Deltaville

5 out of 5 average rating, 121 reviews

"No Bad Days" in this Fabulous Beachhouse w/ Dock!

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

4.78 out of 5 average rating, 105 reviews

Historic Capitol Landing 3BR/2Ba home

Home in Gloucester

4.98 out of 5 average rating, 130 reviews

Welcome to "Miss Bee Haven"

Top guest favorite

The living area is furnished with a spacious sectional couch and a coffee table, providing a comfortable space for relaxation. Natural light fills the room through a window adorned with sheer curtains. A dresser and a flat-screen TV complete the inviting layout.

Home in Virginia Beach

4.9 out of 5 average rating, 386 reviews

Pet friendly 3 bedroom beach house

Top guest favorite

A spacious colonial-style home is set on manicured grounds, surrounded by trees. The exterior features a welcoming covered porch, large front windows, and well-maintained landscaping, creating an inviting first impression for guests.

Home in Williamsburg

4.93 out of 5 average rating, 190 reviews

The Williamsburg Retreat Gorgeous Private Acreage

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

An open living area features exposed brick walls and soaring ceilings. A brown couch is complemented by a yellow throw and patterned cushions, while a small wooden table sits centrally. Two chairs are positioned beside the couch, with large windows allowing ample natural light.

Apartment in Richmond

4.94 out of 5 average rating, 148 reviews

City Living in this Church Hill Gem

A cozy living area features patterned couches arranged around a wooden coffee table on a decorative rug. A large flat-screen TV is mounted on the wall above a modern fireplace. Natural light is allowed in through glass doors, leading to an outdoor space.

Apartment in Cape Charles

5 out of 5 average rating, 4 reviews

Historic Charm & Modern Comfort : Downtown Escape

The kitchen area features modern stainless steel appliances, including an induction stove and a double-door refrigerator. Light granite countertops provide workspace, complemented by light cabinetry. Three wooden bar stools are positioned at a lowered counter, enhancing the functional layout of this newly renovated space.

Apartment in Petersburgh

4.88 out of 5 average rating, 174 reviews

Built in 1830 1 Bedroom Old Towne Petersburg

A comfortable living room features a floral patterned sofa accented with decorative pillows. A glass coffee table rests on a patterned area rug, surrounded by framed art on the walls. A doorway leads to the kitchen, enhancing the open space feel.

Apartment in Portsmouth

4.96 out of 5 average rating, 114 reviews

Best location in Olde Towne Portsmouth

Top guest favorite

A spacious studio apartment features a queen-size bed adorned with a colorful coral-themed quilt. Nearby, a small seating area is visible, alongside a well-equipped kitchen. Warm wood flooring enhances the inviting atmosphere, complemented by a modern ceiling fan and natural light entering through the window.

Apartment in Newport News

4.97 out of 5 average rating, 194 reviews

Centrally Located Sleek Studio Apartment

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, 106 reviews

2BR Haven: Modern Comforts, Timeless Charm

A cozy living space features a light-colored sofa with blue cushions and an armchair. A wooden coffee table sits on a patterned rug, accompanied by two lamps providing soft light. Artwork adorns the walls, and a small plant adds a touch of greenery.

Apartment in Portsmouth

4.94 out of 5 average rating, 105 reviews

Lovely Two Bedroom, 1 1/2 bath, King bed Townhouse

Other great vacation rentals near Jamestown Settlement

The modern kitchen features stainless steel appliances, including a microwave and oven, set against white cabinetry. A sleek gray backsplash complements the space, while a kitchen island with a sink provides additional preparation area. A decorative seafood-themed artwork adds a splash of color.

Home in Cape Charles

4.93 out of 5 average rating, 29 reviews

Deja Blu II: Charming Family-Friendly Beach Duplex

A spacious dining area features a long wooden table surrounded by dark chairs. Natural light enters through multiple windows, illuminating the room. A modern chandelier hangs above the table. In the background, a living area is visible, showcasing a comfortable seating arrangement.

Home in Hampton

4.87 out of 5 average rating, 115 reviews

4 Bedroom House 5 Minutes from Both Beaches

Home in Norfolk

4.94 out of 5 average rating, 36 reviews

Family Getaway | 1 Block from Beach | Game Room

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!

A spacious backyard features an inground saltwater pool surrounded by a wooden deck. Nearby, patio furniture includes a dining table with chairs and a lounge area. A large umbrella provides shade, while greenery and a shed complete the serene outdoor environment.

Home in Suffolk

4.84 out of 5 average rating, 87 reviews

Perfect Getaway!

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

Home in Hampton

4.92 out of 5 average rating, 116 reviews

Blue on Buckroe: Family Beach Getaway w/ Gameroom!

Destinations to explore