
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.

Grandview Island Beach Cottage Private Fenced Yard
Private 3-bedroom beach cottage on a quiet private road, ideal for couples, families, or a peaceful coastal retreat. Fenced rear yard has a gas grill, gazebo, and dining table for your enjoyment. Kitchen offers new stainless appliances and granite. Surrounded by the Chesapeake Bay and Grandview Nature Preserve you will find 2.5 miles of beach on a 578 acre preserve and estuary-perfect for hiking, wildlife viewing, and uncrowded shoreline. This is the vacation home that you have been looking for!

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!

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!

THE POINT! Private waterfront Oasis!
Enjoy breath taking views & a fully equipped home w/ many amenities. Looking for a private & intimate experience of quality time & a relaxing retreat w/ nature & ample space to spread out, this is IT! Convenient to VB Oceanfront, Downtown Norfolk, Rivers Casino, Waterside & a host of popular attractions. Wheelchair accessible, Tesla charging stations 3 minutes away, perfect family/friends group trips, 12 minutes from Carnival Cruise Port. Oh & bring your fishing poles, river is fully stocked!

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.

"Shangri-La", of Hampton, Virginia
2nd story 1200 square foot apartment with 2 BR's, Wi-Fi, microwave, fridge and bar with sink. Walk in glass enclosed shower & soaker tub. Private deck with gas grill down the spiral stairs below on ground level patio. Pool table in BnB. We share our pool with our BnB guests seasonally. Please inquire about pool availability if important to your booking. Local history, sites, nature and beaches abound. Security cameras surround the exterior of our home for our protection as well as yours!

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.

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.

Buckroe Beach Luxury Home Hot Tub, Grill, Gameroom
Welcome to Buckroe Palace, Buckroe Beach's newest family vacation home. This new construction beautifully decorated beach home located within a 5 minute walk to Buckroe Beach, features 4 Bedrooms ( 2 Master Suites), 3.5 bathrooms, 2 kitchens, Master Bedrooms with balcony or porches, and Game room with pool table. Complinemtary bottle(s) of wine and snacks upon arrival, free early check-In when available, Tesla EV Charger available, Beach Friendly!!

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!!!
Popular amenities for vacation rentals 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

Stylish Beach House, Hot Tub, Pet Friendly

Family Holiday House. Events and Beaches Nearby

Perfect Getaway!

Beachfront 2 Dwellings EV charger

The Cozy Beach House

Bay and Sea
Apartment rentals with air conditioning

Private 1 Bed Apt - Historic Olde Towne Portsmouth

Home away from home( 3 Bed)

Three blocks from the Beach 2

Getaway Minutes from the Beach

Entire Apartment - No Cleaning Fees!

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

Private apartment only 3 blocks from the 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

10 min to Ocean View Beach: 20% Off Aug

Beachfront stay with kayaks & paddleboards

The Harlequin Cottage

Play by the Bay 1 MIN TO WATER

Guesthouse at Vessel Farm & Winery, Waterfront

902 CH Historic Carriage House 20 Steps to Beach
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
- Back Bay National Wildlife Refuge-N
- The Military Aviation Museum
- The Mariners' Museum
- Nauticus
- Town Point Park
- Hampton University
- Virginia Living History Museum
- Cape Henry Light House





