Jolliff Vacation Rentals

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Our top choices for Jolliff vacation rentals

2.5 star property
9.6 out of 10, Exceptional, (54)
"The staff was so friendly. The rooms were so nice. I loved the kitchen and breakfast bar."
United States
Nicole
$105 nightly
The price is $121
Dec 21 - Dec 22
Total with taxes and fees
stayAPT Suites Suffolk-Chesapeake
9.0 out of 10, Wonderful, (69)
"Location was amazing and made the house worthwhile "
United States
Misti W.
$225 nightly
The price is $262
Jan 1 - Jan 2, 2026
Total with taxes and fees
Rustic Ocean View Beach House - BEST Location in Ocean View! 2 bed/1 bath House
10.0 out of 10, Exceptional, (2)
"I Loved 100% recommended "
United States
Milton O.
4-bedroom house in beautiful Virginia Beach Downtown

Cottage in East Ocean View

Norfolk Beach Cottage Rental
9.0 out of 10, Wonderful, (278)
"Held my daughter’s sweet 16 slumber party here the girls loved it awesome time and the host family is awesome!"
United States
Merinda F.
$344 nightly
The price is $399
Dec 17 - Dec 18
Total with taxes and fees
Norfolk Beach Cottage Rental
9.6 out of 10, Exceptional, (32)
"Had a great time with family "
United States
Juliet O.
Your own private beach with this charming 3-bedroom beachfront house!
8.8 out of 10, Excellent, (14)
"The Cozy Frog was just right for our visit, it was clean and comfortable. And a very short walk to the beach! Would definitely stay here again."
United States
Sara L.
$169 nightly
The price is $197
Jan 1 - Jan 2, 2026
Total with taxes and fees
Cozy Frog on the Beach! 2-bedroom Efficiency w/ Beach Access, WiFi, Smart TV
8.0 out of 10, Very Good, (7)
"I took this trip with my family, and we greatly enjoyed staying here! The home was spacious, clean, and located in a quiet neighborhood. "
United States
Ziva B.
Cozy Ranch Home, Centrally Located near Chicks Beach!

Apartment in Willoughby Spit

KAHLIFAHS PARADISE
KAHLIFAHS PARADISE
7.8 out of 10, Good, (11)
"Location is great with a terrific view. House needs better upkeep and maintenance."
United States
Steve B.
$426 nightly
The price is $493
Dec 14 - Dec 15
Total with taxes and fees
Big Waterfront House on the Bay! Amazing Views, Swim Deck, Walk to Beach!

Cottage in Willoughby Spit

Cozy Suite at the Beach
8.4 out of 10, Very Good, (62)
"Great stay"
United States
Kristin K.
Cozy Suite at the Beach
9.0 out of 10, Wonderful, (35)
"We had a great time and were able to bring our dogs. This is a great place for adults "
United States
Rob B.
Manor and Mutts #2 - Beach Front, Pet Friendly, Wi-Fi, Parking, W/D, King Bed

Vacation Home in Willoughby Spit

3 BEDROOM 2 BATH ON THE WATER
9.4 out of 10, Exceptional, (75)
"My overall thoughts about this property, it was cozy and had a rustic, homey feel. It was spacious with a lovely backyard and the bay was perfect to sit and overlook at the beginning and end of the day. "
United States
Raelyn B.
3 BEDROOM 2 BATH ON THE WATER
9.0 out of 10, Wonderful, (13)
"This was a great location and the property was clean & maintained. The beach is a quick walk. Enjoy the sunrise and ocean view from the units deck. "
United States
Jamie B.
$224 nightly
The price is $261
Dec 14 - Dec 15
Total with taxes and fees
Beachfront 2 Bed/1 Bath Apartment with Amazing View!

Vacation Home in Hampton

Sweet home to share with the family
8.8 out of 10, Excellent, (33)
"Great place to stay"
United States
Victor V.
$337 nightly
The price is $390
Dec 13 - Dec 14
Total with taxes and fees
Sweet home to share with the family
9.8 out of 10, Exceptional, (21)
"The property was in a perfect location. Walking distance to the beach and restaurants. Short drive to the pier and lots of places to eat, shop and see."
United States
Linda P.
Beach Front Views ~ Chics Beach Gem + Garage!

Vacation Home in East Ocean View

Spacious Bayfront Retreat
$640 nightly
The price is $739
Dec 16 - Dec 17
Total with taxes and fees
Spacious Bayfront Retreat
8.0 out of 10, Very Good, (30)
"Loved being beach front. Pet friendly was essential."
United States
Camden H.
Sandy Dunes BeachFront Cottage - Beach Front
9.8 out of 10, Exceptional, (111)
"We loved the house, the locations and the beach!!!"
United States
Kay K.
Beachfront w/ Private Access & 2 Decks - Spacious & Well-Equipped Home
10.0 out of 10, Exceptional, (4)
"Great location , with restaurant across the street Amy family and I enjoyed our stay "
United States
shantielle T.
$559 nightly
The price is $644
Dec 15 - Dec 16
Total with taxes and fees
Cozy 3-bedroom condo with AC and WiFi in charming Virginia Beach
9.0 out of 10, Wonderful, (34)
"Easy access to everything"
United States
Latoya J.
$215 nightly
The price is $250
Dec 14 - Dec 15
Total with taxes and fees
Historic Olde Towne 2 Bedroom 1 Bath 1100sq ft Vacation Rental
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Jolliff Hotel Reviews

Find out more about Jolliff

Everything you need to know about Jolliff vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Jolliff vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Jolliff vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Jolliff vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Jolliff. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Jolliff in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $121 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Jolliff rentals

At Expedia, we put the best Jolliff vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Jolliff rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Jolliff vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Jolliff. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find a vacation rental in Jolliff?

Yes, you can find vacation rentals near popular attractions in Jolliff, or you can go with a more remote option if you want a relaxing place to stay. Jolliff is known for its restaurants and beaches. Make sure you have time to check out the shopping while you're in the area.

What are some of the best vacation home rentals in Jolliff?

Your own private beach with this charming 3-bedroom beachfront house!: This vacation home rental outside of Jolliff is located on the beach and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

What’s there to see and do in Jolliff?

Explore the area and family-friendly sights such as Children's Museum of Virginia, or get out into nature at a spot like Town Point Park. In the larger area, you’ll find Naval Station Norfolk and Chesapeake Square Mall.

What’s a vacation rental in Jolliff like?

Vacation rentals are private properties where you can stay for a few weeks or just a few days in Jolliff. Vacation rentals provide amenities such as hot tubs, fire pits, and patios so you'll have everything you need. If you're concerned about cleanliness, vacation rentals can provide a sense of privacy away from shared hotel elevators and busy lobbies while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental a great option for families.