
Places to stay near Outlook Beach
Book unique vacation rentals, homes, and more on Airbnb
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!

*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.

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

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.

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.

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!!!

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!

Sun Sea and Sand
Welcome to Sun Sea and Sand, a Caribbean theme in Hampton, Virginia. Sun, Sea and Sand is a beautiful, waterfront, second story, two-bedroom, one-bath guest house located on a private drive providing lots of privacy including your own private entrance as well as stairs leading from your private balcony directly to the waterfront. High-speed fiber-optic wifi and cable with blue ray player provided.
Popular amenities for vacation rentals near Outlook Beach
Other top sights near Outlook Beach
Condo rentals with wifi

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"

Oceanfront Gem VaB Studio Exceptional Views

Oceanfront Studio: Boardwalk, Beach, & Pool Views

Beach Bungalow on the Boardwalk

2 Bedroom Stylish Kingsmill condo
Family-friendly house rentals

Stylish Beach House, Hot Tub, Pet Friendly

Wooded Wonderland Miniature Golf Hot tub Pool

Fully Furnished Home in Hampton 5mins from H Uni

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

Family Holiday House. Events and Beaches Nearby

Perfect Getaway!

The Cozy Beach House

Blue on Buckroe: Family Beach Getaway w/ Gameroom!
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

Private apartment only 3 blocks from the Beach

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

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

The garden house

The Harlequin Cottage

Beachfront Exclusive Bay front Suite

Guesthouse at Vessel Farm & Winery, Waterfront

"Shangri-La", of Hampton, Virginia

902 B Historical Beachfront Duplex Sauna & Hot Tub

THE POINT! Private waterfront Oasis!
Destinations to explore
- Virginia Beach Oceanfront
- Chesapeake Bay
- Busch Gardens Williamsburg
- Carova Beach
- Cape Charles Beachfront
- Buckroe Beach
- Water Country USA
- First Landing State Park
- Norfolk Botanical Garden
- Old Dominion University
- Regent University
- First Landing Beach
- Neptune's Park
- Colonial Williamsburg's Merchants Square
- The Mariners' Museum
- Chrysler Museum of Art
- The Military Aviation Museum
- Back Bay National Wildlife Refuge-N
- Town Point Park
- Nauticus
- Virginia Living History Museum
- Mount Trashmore Park
- USS Wisconsin (BB-64)
- Chrysler Hall





