Holiday rentals in Hampton Roads

4.98 out of 5 average rating, 203 reviews

Flat in Newport News

Centrally Located Sleek Studio Apartment

Private guest studio apartment with separate parking/entrance in a quiet neighborhood. Centrally located to shopping, restaurants , and parks. Airport:12 min CNU:6 min Riverside Medical Center:7 min Sentara Hospital:8 min Langley AFB:11 min Patrick Henry Mall:8 min Willimasburg/Bush Gardens: approx 30 min Virgina Beach Oceanfront: 45 min Wifi available with a 55" TV with streaming services (no cable). Coffee table folds into dining/work table. Stools under table. Full bath/kitchen/laundry unit.

4.96 out of 5 average rating, 529 reviews

Guest suite in Hampton

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.

4.92 out of 5 average rating, 105 reviews

Guest house in Suffolk

The Magnolia Guesthouse With A Private Entrance

This special place is close to everything, making it easy to plan your visit. Within walking distance to places like Chick-fil-A, Texas Roadhouse, Kroger, Food Lion and more. You’re about 20-30min from all surrounding cities. The studio includes keyless entry, in unit washer and dryer, full kitchen, queen size Murphy bed, and a 50in smart tv. We also have a level 2 charger for our electric car travelers. Linens and towels will be provided as well. Allow us to make your experience a great one!

4.9 out of 5 average rating, 211 reviews

Tiny home in Hampton

Hampton River Retreat Tiny House

Take a romantic getaway in a private, newly renovated tiny home on the river. Located just a short walk to Hampton River Park, guests can enjoy downtown Hampton's great selection of restaurants and bars or visit the white-sand beaches just a short drive away. Rather stay home? Hang out on the patio fully equipped with an outdoor bar and TV. This one-bedroom house is surprisingly spacious— it sleeps up to four adults and has all the amenities needed for a relaxing stay. No parties or events!!

4.94 out of 5 average rating, 115 reviews

Home in Portsmouth

Wooded Wonderland Miniature Golf Hot tub Pool

Make yourself at home! This property offers a warm and welcoming environment for guest, 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!

4.96 out of 5 average rating, 381 reviews

Flat in Hampton

"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!

Guest suite in Newport News

4.85 out of 5 average rating, 149 reviews

Secret Garden Studio

Private and intimate studio on the property where you can enjoy the peaceful garden , hop on your bike & tour the Newport News area. Located in triangle area of Christopher Newport Univ., Mariners Museum & Noland Trail Park, Ferguson Center of Arts. Studio offers air conditioning/heat, Internet, 55"TV w/ Netflix, Amazon Prime & Hulu. Make coffee, tea, toast or eggs...all you need in this serene private, intimate space ! A full bath with lg.washer and dryer tops it off!

4.89 out of 5 average rating, 120 reviews

Flat in Hampton

Sojourn Guest House: Buckroe Beach Suite B

The Sojourn Guest House at Buckroe Beach are short term rentals located in the Buckroe Beach Neighborhood of Hampton, Va. The house is located in a quiet neighborhood just a 10 min walk/2 min drive to the newly renovated Buckroe Beach. The property has a large back yard and the house makes for a cozy stay with one bedroom suite, one bathroom, enclosed patio great for a morning cup of coffee or a relaxing evening.

4.99 out of 5 average rating, 348 reviews

Guest house in Hampton

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.

4.98 out of 5 average rating, 125 reviews

Guest house in Suffolk

Country Living Guest House (Upstairs/Downstairs)

This country living guest suite is conveniently positioned on Lone Star Lakes Park. It is located in a quiet, private drive. Prepare quality meals in the down-stairs fully equipped eat-in kitchen with built-in cabinets, spacious countertops, a full-sized fridge, an electric stove, and everything you need to feel at home. Just off the kitchen is a half-bath. NO PETS ALLOWED.

4.98 out of 5 average rating, 60 reviews

Guest house in Hampton

Fantastic Getaway

You need to see this fully furnished, stunning guest house located along the historic section of Chesapeake Ave. Wake-up to breathtaking views of the Chesapeake Bay. Great fishing, crabbing, sailing, bike trails, kayaking and more. Enjoy herons, osprey, dolphins and other wildlife. Centrally located to shopping, casinos, restaurants and public beaches!

4.84 out of 5 average rating, 365 reviews

Flat in Portsmouth

Spacious 2 bedroom apt in Historic Port Norfolk

If you enjoy homes with lots of history and modern touches, this is the place for you! Our lovely Victorian home was built in the year 1900. We’ve been enjoying all its old world charms since we purchased it in 2016, and we are thrilled to share a part of it with you on your vacations and journeys to exciting new destinations!

Holiday rentals for every style

Get the amount of space that is right for you

Cottages

Quaint homes, peaceful surroundings

Flats

Convenient locations with everyday essentials

Houses

A space that's all yours, with room for everyone

Popular amenities for Hampton Roads holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Hampton Roads

4.98 out of 5 average rating, 265 reviews

Private room in Norfolk

Military - Active/Retired/Family at Cape Defoe B&B

ChristineRating, 5 stars1 week ago

I stayed at Mark’s place while visiting my daughter, who’s in the Navy, and it was the perfect spot for some peaceful downtime. Even though it’s a shared home, the bedroom and bathroom felt very private and exceptionally clean. I was comfortable the entire time and slept well. The house itself is like walking into an art installation—colorful, unexpected, and full of personality. You never quite know what light or feature will come to life next, which made it fun and memorable. Both hosts are clearly creative souls with a flair for design. The backyard was my favorite part—lush with plants, fountains, and statues, all backing up to the Chesapeake waters. At night, it turns into a magical light show with just the sounds of nature and water features. So peaceful and calming. They even had a little breakfast area set up with bakery items and coffee—such a thoughtful touch. I’d definitely stay again and recommend it to anyone looking for a one-of-a-kind and restful experience.

Private room in Newport News

4.96 out of 5 average rating, 131 reviews

Private Bedroom & Bath Suite for Females Only

MelissaRating, 5 stars7 months ago

This is a great host family who went above and beyond to make my stay comfortable, enjoyable and safe. They went from being hosts to friends during my stay.

Private room in Smithfield

4.98 out of 5 average rating, 128 reviews

Nana's Place

MargaretRating, 5 stars3 days ago

I loved so many things about Vicky's place that I hardly know where to start. It's a lovely home in a great location full of shops cafes and restaurants. the Saturday farmers market was fun and I even found great gluten-free food at the Thai Market. Vicky was just as nice as anyone could be, and her three little dogs were adorable and added to the experience. The room was clean, comfortable, spacious and beautifully decorated. It had everything I needed and I would definitely stay there again.

4.87 out of 5 average rating, 245 reviews

Private room in Norfolk

PRIVATE ROOM near EVMS ODU Ghent Base

LashandaRating, 5 stars3 weeks ago

The bed was everything !!!!! so comfy. Beautiful decor. Nice lighting. And the room was cool enough without the fan and not cold. It was really close to a really good breakfast spot call The Bird. I wasn't driving but I could walk there. It located by the water which is really after break I sat by the dock. Her house is peaceful I'm not a light sleeper but when ready for bed I like peace and quiet and I had just that. If I am headed back this way I will book here if available. I loved my stay.

Home in Hampton

4.75 out of 5 average rating, 232 reviews

Peaceful Escape -Entire house, 2 bedrooms, 2 baths

StephanieRating, 5 stars2 days ago

Joan was the best host. The house was clean and tidy and was just the right size. The location of the home was in a quiet neighborhood. No drama and the neighbors were kind. Easy access and not too far from anything.