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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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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, 153 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, 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!

A spacious living area features a combination of comfortable seating, including gray chairs and a blue sofa. A decorative chandelier hangs from the ceiling, illuminating the space. Exposed brick accents add character, while natural light filters through the window.

Home in Cape Charles

5 out of 5 average rating, 6 reviews

Close to beach, ON Central Park

In peak summer we have full weeks available (Sun-Sun) or partial (Sun-Thurs). This historic Parkside duplex has been recently renovated to include all the best amenities. This home sits ON the Cape Charles Central Park, giving you not only wonderful views of the park, but a perfect place for kids to run and play, families to walk, picnic and enjoy all the concerts and park festivals. It is also only two blocks to the beach and two blocks to the historic downtown – truly the best location!

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

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, 205 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.

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, 121 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!

Home in Cape Charles

5 out of 5 average rating, 48 reviews

Captain's Cottage

The Captain's Cottage was originally built in 1886 and has recently undergone extensive renovations to create a home of charm, history, and comfort. Located a block away from Cape Charles's Central Park, four blocks from the beach, and two blocks from Mason Avenue, the Captain's Cottage is in a prime location in Cape Charles.

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, 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 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 bright lounge area is illuminated by natural light streaming through large windows. Comfortable seating options are arranged, including striped chairs and a plush sectional. A modern artwork piece is displayed on the wall, and outdoor views of the surrounding landscape can be seen.

Condo in Williamsburg

4.8 out of 5 average rating, 5 reviews

Williamsburg Plantation ThanksGiving Large Condo 2

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!

Top guest favorite

A stylish bar area features a sleek counter with a white and black striped design. High-backed chairs surround circular tables, and well-stocked shelves display an array of spirits. Two mounted televisions are visible, providing entertainment in a vibrant lounge atmosphere.

Condo in Richmond

5 out of 5 average rating, 17 reviews

cozy urban condo-free garage parking

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, 11 reviews

Wyndham Governor's Green (3 BD Deluxe)

A bright kitchen area displays sleek stainless steel appliances and a spacious granite countertop. Sunlight pours through large windows, illuminating the polished heart pine flooring. A cozy sitting area is visible, featuring a dark sofa and a lamp, enhancing the open, airy feel of the space.

Condo in Richmond

4.92 out of 5 average rating, 235 reviews

Restaurant Bars Art Galore! MCV VCU Convention Ctr

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, 70 reviews

2 Bedroom Stylish Kingsmill condo

Family-friendly house rentals

Top guest favorite

A private dock extends into the river, where kayaks are stored on the shore. Sunlight reflects off the water, creating a serene atmosphere. The surrounding grass is well-kept, providing a natural setting for relaxation and outdoor activities.

Home in Lancaster

4.99 out of 5 average rating, 233 reviews

Rivah View

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, 133 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

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"

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, 191 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 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 room is featured, showcasing a spacious red couch with a cozy throw draped over it. A wooden coffee table sits in front, while large windows allow natural light to fill the space. Potted plants and decorative elements add a touch of warmth.

Apartment in Richmond

4.91 out of 5 average rating, 301 reviews

Sunny, Spacious Suite | Large Fenced Backyard

A spacious living area is highlighted by a large area rug in red with intricate patterns. Two light grey armchairs and a sofa are arranged around a coffee table. Natural light enters through multiple windows, enhancing the room's bright ambiance.

Apartment in Richmond

4.88 out of 5 average rating, 199 reviews

1 BR+Sofa-Bed+FREE park by Jefferson Hotel #4

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 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 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, 116 reviews

4 Bedroom House 5 Minutes from Both Beaches

Home in Norfolk

4.95 out of 5 average rating, 37 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!

Top guest favorite

An outdoor space features a shaded patio area with a grill, comfortable red seating, and a dining set. Decorative lights create a festive atmosphere, while an American flag hangs proudly. A lush green lawn and wooden fence frame the scene, enhancing the backyard's privacy.

Guest suite in Chesapeake

4.93 out of 5 average rating, 280 reviews

King Guest Suite - A Family Vacation Rental

An inviting living area features a cozy seating arrangement with patterned armchairs and a light-colored sectional sofa. A decorative coffee table rests on a colorful area rug. Natural light fills the room through large windows, and a fireplace offers a focal point for warmth.

Home in Suffolk

4.84 out of 5 average rating, 88 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

Destinations to explore