Smoking friendly vacation rentals in Hampton Roads

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!

You’re Grounded

Put your phone down, You’re Grounded Secondhand finds and natural earth elements combined with motivating color to encourage you to be your best self. VCRs and vinyl Sunrises and coffee Games and conversations Be present and be grounded You’re Grounded 🏡 House windows are tinted for heat control, privacy, and to enjoy outside views Beds feature feather comforters and 100% cotton sheets and pillowcases 3 miles from Hampton Coliseum, zip to LAFB and NASA, and over the bridge to ORF&VB

King Bed - 2023 Beach Vacation Fun !

Welcome to your perfect beachside retreat! This expansive 2400 sq ft vacation rental, with a huge gated yard, is ideal for family gatherings, friend reunions, or corporate getaways. Whether you're planning a weekend escape or an extended stay, this stylish and spacious home has everything you need. This tranquil residential neighborhood promises a peaceful stay. Your hosts live nearby and are readily available to assist with any needs. Book your stay today and experience this beach community!

Shipside Suite~Modern~ Fast WI-FI~Cozy

2 bed 1 bath Duplex 950 Sq ft Welcome to Shipside Suite in Portsmouth Virginia! Our apartment has all that you need for your family or business trip. o Smart TV o Stocked Kitchen o Ultra cozy bedrooms o Kid and Pet friendly o Pet o Fast Wi-Fi 5 min walk to the Portsmouth Shipyard 10 min drive to downtown restaurants 10 min drive to Naval Medical center 15 min drive to downtown Norfolk 20 min drive to Outlet Shopping 20 min drive to Ocean View beach 30 min drive to Virginia Beach.

Mattawoman Creek Waterfront Estate

Welcome to Mattawoman Creek Estate! Enjoy this peaceful secluded luxurious Waterfront home on 4 acres in Machipongo on the Eastern Shore of VA. This very spacious 5 bedroom, 3.5-bath, home offers a vacation to unwind, refresh, enjoy nature, soak in the Beach sun or Kayak to the Chesapeake Bay from our private dock. For a dose of local charm, explore the town of Cape Charles for the entire family. If fishing excites you, target a Red Drum in the Bay or Hungars for a trophy Speckled Trout!

Peaceful~Private~Classic Pet Friendly|Ocanoe Houz

Imagine relaxing with the whole family while playing games in the sunroom or backyard! Maybe a girl's getaway by the Bay! Or are the guys hanging out by the fire pit, sipping their favorite spirit with their cigars lit? Our historic home is designed for getaways. Located at Hampton Roads water's edge in Historic Olde Wythe at the end of Virginia's Lower Southeast Peninsula, your stay is less than a minute's walk away to the Indian River Creek and a 5-min walk to the beautiful Chesapeake Bay!

King Bed | Front Porch | End-Of-Street Property!

Monthly Fall - Spring discount! Cozy Home Just 2 Blocks from the Beach! Enjoy a stay where comfort meets coastal charm, plus a few thoughtful touches you’ll love: • A host who cares about your experience! • Relax with your morning coffee on the front porch while watching the birds and squirrels! • Tucked away on a quiet dead-end street for extra privacy • Just 1.5 miles from restaurants, breweries, and local activities • Pet-friendly — bring up to 2 pets Experience the coastal vibes!

The Bartlett Inn

Welcome to The Bartlett Inn, a charming Cape Cod home built in 1948, nestled in the serene Green Acres neighborhood of Portsmouth, VA. Enjoy the timeless appeal of hardwood floors, traditional Cape Cod architecture, and the peaceful ambiance of a well-established yard and neighborhood. Conveniently located near parks, shopping, and dining options, casino, hospitals, bases and so much more! The Bartlett Inn offers a delightful blend of nostalgia and comfort that welcomes anyone home.

Log Cabin

Pet-friendly log cabin with 2 rooms, A/C & heat, free Wi-Fi, and cable TV. Includes a queen bed, breakfast bar, mini-fridge, microwave, and ceiling fan. No bathroom inside, but just steps from our first-class, professionally cleaned bathhouse. No kitchen. Outside: charcoal grill, picnic table, and fire ring. $20 per pet per stay. Linens/pillows not included—bring your own or rent a set for $20. Enjoy our 85° heated pool, free game room, and playground.

Heutte House

Great 3 bedroom home with full amenities so you and your family can have the best stay! Our home includes 3 bedrooms, 2 bathrooms, an outdoor lounging space, and a fully loaded game room for the kiddos (or adults)! We are conveniently located 2 miles from the Norfolk airport, Botanical Gardens, Shopping Outlets, Norfolk Naval Bases, and most importantly the beach! 🐚 –We have a strict NO party or event policy. –Smoking or vaping outside only.

The Canvasback Cottage

This unique place has a style all its own. Cottages on the Point was launched in 2018 and offers timeless interior styling and stunning resort style outdoor views. The property features a seasonal (Mid-April to the end of October) 14,000 SF outdoor tiki bar with a shared saltwater pool with swim up bar, outdoor kitchen, and live music. The residences are adjacent to the tiki bar deck and include open layouts, terraces, and custom décor.

The Chesapeake St Retreat - Pet and Kid Friendly

The kid and pet friendly retreat your family will love! This beautiful 2,200 sqft, four bedroom home is PERFECT for your beach get away and is less than a 5-minute walk from the beach. This home features a stylish design, a dining room table that can seat up to 10, a fenced in back yard for your furry friends. There are two decks with outdoor seating, modern washer and dryer, games and toys, and much much more. Can't wait to host you!