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Places to stay near Outlook Beach

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Top-rated vacation rentals near Outlook Beach

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
A winding gravel pathway is illuminated by soft lighting, bordered by lush greenery. String lights are hung above, casting a warm glow over the area, which is surrounded by trees and plantings. A staircase leads to an elevated area in the background.
Guesthouse in Gloucester County
4.97 out of 5 average rating, 236 reviews

Stylish Creekside Cabin w/ HotTub, Parklike views.

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!

Guest favorite
A couple relaxes on the deck of the sailboat, enjoying drinks against a vibrant sunset backdrop of pink and purple hues. Soft blankets and a cozy atmosphere are present, with the marina and boats gently reflected in the calm water.
Boat in Norfolk
4.91 out of 5 average rating, 139 reviews

Romantic Sailboat Experience + Seafood Restaurant

We can't adequately describe how romantic & carefree it feels to step aboard our sail boat. The perfect stay begins by treating yourselves to dinner at the marina's seafood restaurant, then snuggle up together on deck to watch the sunset turn the sky pink & purple. The marina atmosphere is simply magical & you'll love rocking with the gentle sway of calm waters. Come enjoy a weekend aboard this amazingly cozy & romantic sail boat. Convenient to Norfolk & Virginia Beach, the location is prime!

Guest favorite
An aerial view of the property reveals a spacious backyard featuring a swimming pool surrounded by lounge chairs and inflatable pool toys. Lush greenery encircles the area, enhancing the sense of privacy, and the house is seen with its inviting deck and patio area.
Home in Portsmouth
4.92 out of 5 average rating, 172 reviews

Wooded Wonderland Miniature Golf Hot tub Pool

Make yourself at home! This property offers a warm and welcoming environment for guests, located in a quiet and established neighborhood in the middle of Portsmouth, VA. Guests should expect a clean space equipped with modern technology and appliances. Attractions aren’t too far; 41mi from Busch Gardens, 24 mi from Virginia Beach Ocean Front, 7.3 mi from Waterside District Norfolk, and 2.9 mi from Rivers Casino Portsmouth. Peaceful mornings and a comfortable stay awaits at Wooded Wonderland!

Guest favorite
A welcoming living area features a comfortable brown leather sofa adorned with colorful accent pillows. Two small potted plants are placed on a light blue table, complemented by decorative trays showcasing vibrant patterns. A mounted television and a floor lamp are visible in the background.
Home in Hampton
4.94 out of 5 average rating, 148 reviews

Fully Furnished Home in Hampton 5mins from H Uni

Relax with the whole family at this newly renovated and furnished home. The spacious backyard is a prime spot for family fun. This house can easily sleep 11 people with 7 beds total including a fold-out futon. Enjoy a variety of board games and movies on the TV in every room. Located 10 minutes away from places such as the Hampton Roads Convention Center, Hampton Coliseum, Hampton Virginia Aquaplex, Hampton University, and The American Theatre. *You must be 21 years of age or older to book*

Guest favorite
A serene view of a calm waterway is presented, featuring a long pier extending into the horizon. Gentle ripples reflect the blue sky dotted with fluffy white clouds. The landscape around the water includes patches of grass, enhancing the tranquil atmosphere of the setting.
Townhouse in Hampton
4.98 out of 5 average rating, 110 reviews

*Beautiful Water Views* King Bed*Fast WIFI

Do you desire Peace, Quiet & Tranquility? This townhome is the PERFECT getaway! It's RIGHT on the water and features the following: *Newer Furnishings! *Blazing Fast Panoramic WIFI & Dedicated Workspace *Bedroom 1: KING size bed overlooking the water. Not a bad way to wake up?!? *Gourmet Kit w/Granite Countertops, Stainless Steel Appliances, complete w/a Convection Oven & Coffee Maker & Creamers * Smart TVs w/Adjustable Wall Mounts for your view preference, in Each Bedroom & Living Room.

Guest favorite
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
4.96 out of 5 average rating, 591 reviews

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.

Top guest favorite
Loft in Poquoson
4.97 out of 5 average rating, 102 reviews

Bull Island Getaway - Cozy Suite Near Yorktown

Escape to Bull Island Getaway, a private and comfortable guest suite nestled in the peaceful waterfront town of Poquoson, Virginia. Whether you're here to visit family, explore the Chesapeake Bay, enjoy local history, or travel for work, you'll have everything you need for a relaxing stay. Our suite offers the privacy of your own space while keeping you just minutes from Yorktown, Hampton, Ft. Monroe, Newport News, Langley Air Force Base, NASA, Buckroe Beach, and Colonial Williamsburg

Guest favorite
A two-story cabin made of wood stands beside a serene pond, surrounded by tall pine trees. The cabin features large windows and a spacious deck with rocking chairs, inviting peaceful moments by the water's edge.
Cabin in Cape Charles
4.96 out of 5 average rating, 252 reviews

Ultimate Cabin Cape Charles

Tucked away in the woods on a historic Eastern Shore farm lies this stunning pond side Cabin just 10 mins from Cape Charles. The classic yet modern cabin is a dreamy getaway or remote work space. Wake up to the birds singing in the trees that completely surround the cabin and enjoy the deck - watching the deer and goats foraging. Take a walk on our trails, collect fresh eggs, visit Cape Charles for restaurants and shopping, and enjoy the farms’ fire pit in the evening.

Guest favorite
A spacious home is depicted with a welcoming front porch featuring a gentle ramp for accessibility. Lush greenery surrounds the exterior, and the peaceful atmosphere is enhanced by the colorful sunset sky. The house showcases a combination of brick and siding with large windows.
Home in Hampton
4.86 out of 5 average rating, 413 reviews

Family Holiday House. Events and Beaches Nearby

Large comfy 5BR/3BA home in established neighborhood w/Roku TV & high speed internet! Near Buckroe Beach, Hampton Coliseum Event Center, NASA, Langley Air Base, Boo Williams Sports Arena and Newport News. Also near Virginia Beach, Williamsburg and Busch Gardens There are many parks for recreation. We have a large enclosed porch for lounging. The front entry has an easy wheelchair ramp. Restaurants galore and endless shopping. NEAR AIRPORTS in Newport News and Norfolk.

Superhost
The exterior of a cheerful yellow tiny beach home is visible, showcasing a welcoming porch with a set of steps leading to a white front door. Light filters through the large windows on either side, and a small welcome mat is placed at the entrance.
Home in Buckroe Beach
4.9 out of 5 average rating, 116 reviews

Tiny Home In Buckroe Beach

Welcome to our beautiful, newly renovated Tiny Beach Home. Perfectly located just 1 block distance to the beach. Our tiny home features unique retro interior design and is equipped with all the amenities you need for a relaxing stay. With comfy home vibes and proximity to the best restaurants, bars, and tourist attractions, this condo is the perfect place to experience all that Hampton has to offer. Book today and enjoy an unforgettable stay in Buckroe Beach.

Top guest favorite
An aerial view showcases a beach cottage with a white roof situated near a sandy shore. The beach is visible with gentle waves lapping at the coastline. Surrounding vegetation and neighboring homes are seen, enhancing the coastal ambience.
Cottage in Norfolk
4.98 out of 5 average rating, 107 reviews

Life on a Sandbar right on Chesapeake Bay

Two bedroom, two bath cottage located on Willoughby Beach right on the shore of the Chesapeake Bay. Centrally located between Williamsburg, Jamestown, Hampton, and Norfolk, Virginia Beach, and the Outer Banks. Close to Norfolk Naval Bases and Old Dominion University. Great for surf fishing or pier fishing on nearby Ocean View Fishing Pier and Restaurant. THIS PROPERTY CANNOT BE RENTED THOUGH CRAIGSLIST!!! DON'T BE SCAMMED!!!

Top guest favorite
The living area is designed with a mix of modern furnishings and artwork. A comfortable sectional sofa and an accent chair surround a coffee table. Light streams in through a window, highlighting a TV and a decorative cabinet. Artwork adds a pop of color to the neutral walls.
Home in Norfolk
4.93 out of 5 average rating, 148 reviews

3BR Mid-Century Modern Home • Near Airport

Welcome to our beautifully updated 3-bed, 2-bath home in Norfolk. Featuring a spacious layout with cozy beds, it’s ideal for families or groups. Enjoy a gourmet kitchen, a huge dining space, Wi-Fi, a washer and dryer, and all the amenities needed for a relaxing stay. Located next to Norfolk Airport and the Botanic Gardens, you’ll have easy access to all of Hampton Roads. Book your extended getaway today!

Popular amenities for vacation rentals near Outlook Beach

KitchenWifiPoolFree parking on premisesAir conditioning

Other top sights near Outlook Beach

Outlook Beach

81 locals recommend

Fort Monroe National Monument

49 locals recommend

Casemate Museum

28 locals recommend

Condo rentals with wifi

Top guest favorite
A workspace with a wooden desk and a comfortable chair is situated by large windows, offering expansive views of the ocean. Natural light streams in, highlighting the tranquility of the beach outside. The windows are framed by light-colored blinds, with a small plant placed on the desk.
Condo in Norfolk
4.99 out of 5 average rating, 110 reviews

Beachfront Getaway, Pet Friendly, Mermaid Suite

Superhost
A vibrant waterfront scene showcases the Waterside district with its prominent signage. A large Ferris wheel is visible in the background, and a tour boat is docked alongside multi-level buildings. The clear blue sky reflects off the water's surface, enhancing the lively atmosphere.
Condo in Downtown Norfolk
4.82 out of 5 average rating, 253 reviews

Best Price Condo in Downtown Norfolk

Top guest favorite
The serene coastal view features gentle waves lapping at a sandy beach, with lush green dunes in the foreground. Sailboats are visible on the horizon against a clear blue sky, creating a peaceful seaside atmosphere.
Condo in Chic's Beach
4.98 out of 5 average rating, 252 reviews

Chic's Beach Rental and Fishing

Guest favorite
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
4.95 out of 5 average rating, 150 reviews

2 Bedroom Stylish Kingsmill condo

Top guest favorite
A bright guestroom is furnished with two double beds, each featuring a light-colored quilt. Nightstands with lamps are positioned beside the beds. A large window offers views of greenery, with soft curtains complementing the decor.
Condo in Williamsburg
4.96 out of 5 average rating, 157 reviews

Comfy 1BR w pond view Kingsmill

Superhost
A well-furnished living room is depicted, featuring a dark blue couch adorned with patterned throw pillows. Two abstract art pieces hang above, and a flat-screen television is mounted on the wall. Light is provided by a table lamp, creating a bright and inviting space.
Condo in Newport News
4.88 out of 5 average rating, 196 reviews

*Mid/Long Term Rental* Cozy Home at Mary Roberts

Top guest favorite
A tranquil lakeside scene captures two individuals on paddleboards gliding across calm water. Sandy shores are lined with chairs, offering a peaceful spot to relax. In the background, a spacious building features a wraparound deck, providing views of the serene landscape.
Condo in Williamsburg
4.97 out of 5 average rating, 119 reviews

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

Top guest favorite
A cozy bedroom features a king-size bed with crisp white linens and decorative pillows. A large window offers a view of a green space beyond, with a sitting area including a chair and small table. A 50" TV and coffee station are positioned on a wooden dresser.
Condo in Williamsburg
4.94 out of 5 average rating, 217 reviews

Kingsmill 1bed/1ba on Golf Course 9th Fairway

Family-friendly house rentals

Superhost
A modern living area features a comfortable sofa adorned with decorative pillows and a cozy throw. A large dining table with natural wood tones is visible in the background, contrasting against a blue accent wall decorated with serene artwork. Ample lighting brightens the space.
Home in Norfolk
4.93 out of 5 average rating, 103 reviews

Stylish Beach House, Hot Tub, Pet Friendly

Guest favorite
Home in Hampton
4.96 out of 5 average rating, 112 reviews

Grandview Island Beach Cottage Private Fenced Yard

Guest favorite
A grand deck is viewed, featuring two white rocking chairs overlooking a vibrant sunset over the water. The sky is filled with shades of pink and orange, reflecting on the calm ocean surface. A dark wicker seating area is visible to the right.
Home in Buckroe Beach
4.95 out of 5 average rating, 110 reviews

Exclusive Beachfront Home w/ 180° Views & Hot Tub!

Top guest favorite
A cozy living room features a brown leather sofa and a soft rocking chair, providing comfortable seating. A white coffee table sits in the center, while natural light filters through multiple windows. A door leads to the outside, enhancing the spacious feel of the area.
Home in Hampton
4.98 out of 5 average rating, 164 reviews

King Bed - Buckroe Beach + Fort Monroe/Phoebus

Superhost
A backyard patio offers seating at a rectangular table with four chairs, shaded by a large umbrella. A cozy seating arrangement is visible nearby, featuring bright cushions. The in-ground pool reflects the sky, while the tranquil river and greenery create a serene backdrop.
Home in Hampton
4.9 out of 5 average rating, 110 reviews

The Great River Escape *Hot Tub!

Top guest favorite
A welcoming two-story home is featured, showcasing a large porch with a wooden railing. Steps lead up to the entrance, while the exterior is a mix of brick and shingles, surrounded by a grassy area and mature trees. A parking area is visible to the right.
Home in Norfolk
4.96 out of 5 average rating, 108 reviews

Bay and Sea

Guest favorite
A two-story beach cottage features a bright blue exterior with white trim, showcasing a gabled roof. The front porch is adorned with white railings and two doors, one in vibrant red and the other in soft peach. The surrounding area includes neatly kept grass and nearby houses.
Home in Buckroe Beach
4.94 out of 5 average rating, 173 reviews

Blue on Buckroe: Family Beach Getaway w/ Gameroom!

Top guest favorite
A well-appointed bedroom features a spacious bed with a textured white cover. Colorful accent pillows add depth to the decor. A wooden dresser stands against one wall, while a bedside lamp illuminates the space. Natural light filters through a window adorned with light curtains.
Home in Smithfield
4.97 out of 5 average rating, 324 reviews

Mason Manor - Downtown Smithfield next to WCP

Apartment rentals with air conditioning

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
4.98 out of 5 average rating, 253 reviews

Centrally Located Sleek Studio Apartment

Guest favorite
An inviting living area showcases two comfortable couches arranged around a glass coffee table. A large television is mounted on the wall opposite. The dining area, featuring a modern table and chairs, can be seen in the background, enhancing the open floor plan.
Apartment in Hampton
4.9 out of 5 average rating, 122 reviews

Comfy 3 Bedroom Hideaway Minutes From H.U. & Beach

Superhost
A spacious bedroom is depicted, featuring a large bed with a light-colored blanket. A ceiling fan is installed above, and large windows are dressed with dark curtains. A couch and a small table with a chair are positioned to the side, contributing to the room's layout.
Apartment in Buckroe Beach
4.88 out of 5 average rating, 147 reviews

The Cottage at Sojourn: Buckroe - one bedroom

Superhost
A cozy living space features a sectional sofa with plush cushions, complemented by decorative throw pillows. Large windows dressed with sheer blue curtains allow natural light to brighten the room. A coffee table sits at the center, surrounded by a tasteful area rug and a plant.
Apartment in Hampton
4.86 out of 5 average rating, 139 reviews

Near Beach Eclectic Retreat

Guest favorite
A modern kitchen area is equipped with sleek cabinetry and stainless steel appliances, including a microwave. A dining table with two black chairs is positioned next to a gray sofa adorned with patterned cushions. A minimalistic coffee table is placed in front, enhancing the open layout.
Apartment in Ghent
4.83 out of 5 average rating, 101 reviews

The Rosalie Suite 4, Steps from Norfolks Hospitals

Top guest favorite
A spacious bedroom is presented with a king bed dressed in neutral bedding. Two bedside tables with lamps flank the bed, complementing the light wood furniture. A designated work space, including a desk and chair, is located nearby. Natural light enters through a window adorned with light curtains.
Apartment in Chesapeake
4.97 out of 5 average rating, 114 reviews

Entire Apartment - No Cleaning Fees!

Guest favorite
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, 133 reviews

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

Guest favorite
An open living area features a red couch and a round mirror on the wall. A kitchen with stainless steel appliances is visible, alongside a stone-topped dining table. Natural light enters through the windows, and a ceiling fan offers airflow.
Apartment in Buckroe Beach
4.91 out of 5 average rating, 112 reviews

Three blocks from the Beach 2

Other great vacation rentals near Outlook Beach

Superhost
Cottage in Norfolk
4.77 out of 5 average rating, 162 reviews

902 B Historical Beachfront Duplex Sauna & Hot Tub

Top guest favorite
The spacious kitchen features a large island with seating for six, modern appliances, and ample counter space. A bright window above the sink offers views of the surrounding landscape, while soft lighting complements the contemporary design. Light wood flooring enhances the welcoming atmosphere.
Farm stay in Cape Charles
5.0 out of 5 average rating, 428 reviews

Guesthouse at Vessel Farm & Winery, Waterfront

Top guest favorite
An aerial view of a two-story home with a red roof, surrounded by lush green lawns. A sparkling pool is situated in the backyard, accompanied by lounge chairs, a patio area, and a gazebo. The property features a well-maintained outdoor space with nearby landscaping.
Apartment in Hampton
4.97 out of 5 average rating, 407 reviews

"Shangri-La", of Hampton, Virginia

Top guest favorite
The farmhouse exterior features vibrant red siding and multiple large windows, allowing natural light to fill the interior. Two Adirondack chairs are positioned in the front yard, with bicycles visible nearby. Lush greenery surrounds the property, enhancing its secluded ambiance.
Cottage in Cape Charles
4.98 out of 5 average rating, 101 reviews

The Ladybug - arcade, dog-friendly, firepit, & EV

Top guest favorite
Large windows provide stunning views of the lake, reflecting vibrant colors of the sunset. A small potted plant sits on a table beside a white chair, while light from the setting sun casts a warm glow across the interior space.
Home in Norfolk
4.96 out of 5 average rating, 136 reviews

THE POINT! Private waterfront Oasis!

Top guest favorite
A two-story blue home is surrounded by trees, featuring a spacious deck with railings accessible from the upper level. A gravel patio area with chairs and a fire pit is visible on the ground level, complemented by neatly maintained greenery.
Home in Gloucester Point
4.97 out of 5 average rating, 183 reviews

Charming coastal home w/ outdoor area and river views

Top guest favorite
A sandy beach stretches into the distance, bordered by gentle dunes and green grasses. A wooden walkway leads to the shore, where several figures can be seen walking. The calm ocean reflects the blue sky, dotted with fluffy white clouds.
Home in Virginia Beach
4.99 out of 5 average rating, 232 reviews

Play by the Bay 1 MIN TO WATER

Top guest favorite
Two comfortable white Adirondack chairs are positioned on a wooden deck, facing the peaceful expanse of the Chesapeake Bay. The scene includes soft grass in the foreground and a clear sky above, creating a serene viewing spot for enjoying the beach.
Guest suite in Norfolk
4.93 out of 5 average rating, 666 reviews

Beachfront Exclusive Bay front Suite