
Places to stay near Outlook Beach
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Top-rated vacation rentals near Outlook Beach
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Exclusive Beachfront Home w/ 180° Views & Hot Tub!
If you enjoy majestic ocean views from almost every room & your own exclusive beach just steps below, Bay Bliss is for you! The panoramic views from this luxury home are unmatched & sure to relax you! Sip coffee from the grand deck or take a soak in the hot tub w/ breathtaking views. Cook/eat in the high-end chef's kitchen or watch a movie on a 75" TV all with stunning views! Wake up in the plush, king-sized bed and enjoy views of the water without having to get up. Your bliss at the bay awaits!

Mason Manor - Downtown Smithfield next to WCP
Historic Smithfield 233 S Mason Street 2 Bedrooms 1 Bath Located in the heart of historic Smithfield boasts old world charm and character with a touch of today’s conveniences. The living room has gas fireplace for cool evenings & leads to dining area & updated fully equipped kitchen. The full bath is updated with jetted tub. Front porch swing for relaxing and back deck for entertainment. Windsor Castle Park just steps away. Located just around the corner from restaurants, shopping & more.

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!

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!

Dog-Friendly Norfolk Cottage Near Ocean View Beach
🏡 Cozy 3BR cottage sleeping up to 6 guests 🐶 Dog-friendly with pre-approval and fully fenced backyard 🌊 Only minutes from Ocean View beaches 🚗 Ample driveway parking for multiple vehicles 🍽️ Fully stocked kitchen for easy meals at home 📺 Smart TV & high-speed Wi-Fi included 🧺 In-home washer and dryer for added convenience 🌳 Quiet residential neighborhood near local attractions ⚓ Close to Naval Station Norfolk and Little Creek Base 🎨 Easy access to downtown Norfolk, Ghent, and Waterside

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*

*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.

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.

902 B Historical Beachfront Duplex Sauna & Hot Tub
902.B Historical Beachfront Duplex Sauna, Fireplace Hot Tub, Beachfront Grilling & with rental beach chairs, kayaks and Standup paddle boards on-site. Step back in time at the Historic Carriage House, a beautifully restored 120-year-old gem just 20 feet from the Chesapeake Bay. Once home to horses and rowboats in the early 1900s, this 2-bedroom, 1-bath carriage house now blends timeless charm with modern comfort — offering guests a truly unique and peaceful bayfront getaway.

Ultimate Cabin Farm Stay 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.

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.

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.
Popular amenities for vacation rentals near Outlook Beach
Other top sights near Outlook Beach
Condo rentals with wifi

Tropical 2BR Condo Getaway 1 Block from the Beach!

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

Comfy 1BR w pond view Kingsmill

Beachfront Getaway, Pet Friendly, Mermaid Suite

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

Beach Bungalow on the Boardwalk

2 Bedroom Stylish Kingsmill condo

Chic's Beach Rental and Fishing
Family-friendly house rentals

*Escape to the Tangerine Dream*

Wooded Wonderland Miniature Golf Hot tub Pool

Grandview Island Beach Cottage Private Fenced Yard

Beach Stay

York River | Chesapeake Bay Bliss: Fishing Retreat

Norfolk Beach Casita | Fenced Yard | Dog Friendly

Perfect Getaway!

The Cozy Beach House
Apartment rentals with air conditioning

Private 1 Bed Apt - Historic Olde Towne Portsmouth

Three blocks from the Beach 2

The Cottage at Sojourn: Buckroe - one bedroom

Entire Apartment - No Cleaning Fees!

Yorktown on the Waterfront

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

Cozy 3-Bedroom Beach Bungalow Short walk to Beach

Centrally Located Sleek Studio Apartment
Other great vacation rentals near Outlook Beach

Bull Island Getaway - Cozy Suite Near Yorktown

*No Cleaning Fee*The Pirate's Cove~Lux Furnishings

Cozy 3BD Beachfront | Foosball & Yard Games w/ BBQ

Play by the Bay 1 MIN TO WATER

Guesthouse at Vessel Farm & Winery, Waterfront

Beachfront 2 Dwellings EV charger

*NEW* Cozy & Very Stylish home for your family!

THE POINT! Private waterfront Oasis!
Destinations to explore
- Virginia Beach Oceanfront
- Busch Gardens Williamsburg
- Chesapeake Bay
- Carova Beach
- Buckroe Beach
- Cape Charles Beachfront
- Water Country USA
- First Landing State Park
- Jamestown Settlement
- Norfolk Botanical Garden
- Old Dominion University
- Regent University
- First Landing Beach
- Neptune's Park
- Chrysler Museum of Art
- Colonial Williamsburg's Merchants Square
- The Mariners' Museum
- The Military Aviation Museum
- Back Bay National Wildlife Refuge-N
- Nauticus
- Town Point Park
- Hampton University
- Virginia Living History Museum
- Cape Henry Light House





