Jolliff Vacation Rentals

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Our top choices for Jolliff vacation rentals

Charming 2 bedroom, 2 bath townhome located in Portsmouth, Simple and elegant!!

Charming 2 bedroom, 2 bath townhome located in Portsmouth, Simple and elegant!!
Portsmouth
9.2 out of 10, Wonderful, (28 reviews)
"Pretty clean, convenient location to my daily travel, host was wonderful and very helpful when I needed help with something in the house. I would definitely stay here again."
United States
Niya w.
$261 nightly
The price is $303
Jun 3 - Jun 4
Total with taxes and fees
Charming 2 bedroom, 2 bath townhome located in Portsmouth, Simple and elegant!!

2 king beds -2nd fl walk 2 beach apt3

2 king beds -2nd fl walk 2 beach apt3
East Ocean View
10.0 out of 10, Exceptional, (3 reviews)
"Clean and perfect for our family stay. The apartment had everything we needed to be comfortable. "
United States
Kelly D.
2 king beds -2nd fl walk 2 beach apt3

Private 1 Bed Apt - Historic Olde Towne Portsmouth

Private 1 Bed Apt - Historic Olde Towne Portsmouth
Portsmouth
10.0 out of 10, Exceptional, (3 reviews)
"Great place. Nice area. Parking was confusing at first but host was very responsive "
United States
Ed and Laura S.
$159 nightly
The price is $186
May 28 - May 29
Total with taxes and fees
Private 1 Bed Apt - Historic Olde Towne Portsmouth

Cozy Beach Home in Oceanview

Cozy Beach Home in Oceanview
Bayview
9.8 out of 10, Exceptional, (46 reviews)
"Loved staying here. The house had everything that was needed and it was in close proximity to everything. "
United States
Conor L.
$287 nightly
The price is $333
May 28 - May 29
Total with taxes and fees
Cozy Beach Home in Oceanview

Charming 1-Bedroom 1-Bath Unit with Beautiful Riverfront Sunsets in Portsmouth

Charming 1-Bedroom 1-Bath Unit with Beautiful Riverfront Sunsets in Portsmouth
Portsmouth
9.6 out of 10, Exceptional, (4 reviews)
"Property is well maintained. Great AC. Perfect for a couple to get away for a week. Central location was perfect for everything we planned to do for the week. "
United States
Paige M.
$236 nightly
The price is $274
Jun 16 - Jun 17
Total with taxes and fees
Charming 1-Bedroom 1-Bath Unit with Beautiful Riverfront Sunsets in Portsmouth

Comfortable & Private 2 Bedrm Cottage w/ King bed.

Comfortable & Private 2 Bedrm Cottage w/ King bed.
Portsmouth
9.4 out of 10, Exceptional, (20 reviews)
"Very clean, the beds were comfortable! It was a great place to stay!"
United States
Lee S.
$290 nightly
The price is $337
Jun 1 - Jun 2
Total with taxes and fees
Comfortable & Private 2 Bedrm Cottage w/ King bed.

❤️The Speakeasy❤️Downtown Newport News!

❤️The Speakeasy❤️Downtown Newport News!
Downtown Newport News
9.0 out of 10, Wonderful, (17 reviews)
"The area: the ambiance. Nice space and comfortable. "
United States
Vikki B.
$220 nightly
The price is $237
Jun 1 - Jun 2
Total with taxes and fees
❤️The Speakeasy❤️Downtown Newport News!

902.B Historical Beachfront Duplex Sauna, Fireplace Hot Tub, Beachfront Grilling & Kayaks

902.B Historical Beachfront Duplex Sauna, Fireplace Hot Tub, Beachfront Grilling & Kayaks
Willoughby Spit
$947 nightly
The price is $1,085
Jun 2 - Jun 3
Total with taxes and fees
902.B Historical Beachfront Duplex Sauna, Fireplace Hot Tub, Beachfront Grilling & Kayaks

Sojourn's Harborage | Pet-Friendly #8

Sojourn's Harborage | Pet-Friendly #8
East Ocean View
10.0 out of 10, Exceptional, (1 review)
"Thank you for allowing us to stay in your beautiful apartment. The service was phenomenal and we absolutely loved how you continued to communicate with us to make sure our vacation was going smoothly. I will be recommending anyone who wants to visit Virginia Beach to stay only at your residence. We will definitely be back soon. Thank you! "
United States
Kiana J.
$251 nightly
The price is $269
May 28 - May 29
Total with taxes and fees
Sojourn's Harborage | Pet-Friendly #8

Cozy Frog on the Beach! 2-bedroom Efficiency w/ Beach Access, WiFi, Smart TV

Cozy Frog on the Beach! 2-bedroom Efficiency w/ Beach Access, WiFi, Smart TV
Cottage Line
8.6 out of 10, Excellent, (16 reviews)
"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.
$189 nightly
The price is $220
May 28 - May 29
Total with taxes and fees
Cozy Frog on the Beach! 2-bedroom Efficiency w/ Beach Access, WiFi, Smart TV

Large 2 bedroom | Queen beds | Safe Area

Large 2 bedroom | Queen beds | Safe Area
Wythe
7.8 out of 10, Good, (10 reviews)
"Clean, convenient and comfortable, would stay again."
United States
Riley
$269 nightly
The price is $273
May 28 - May 29
Total with taxes and fees
Large 2 bedroom | Queen beds | Safe Area

#Buckroe Bungalow ~Escape to the Beach 2mins Away!

#Buckroe Bungalow ~Escape to the Beach 2mins Away!
Hampton
8.8 out of 10, Excellent, (21 reviews)
"Enjoyed our staycation .Will be back."
United States
Josie B.
$341 nightly
The price is $368
May 28 - May 29
Total with taxes and fees
#Buckroe Bungalow ~Escape to the Beach 2mins Away!

Charming 1-bedroom in-law suite with functional kitchen in pleasant Portsmouth

Charming 1-bedroom in-law suite with functional kitchen in pleasant Portsmouth
Portsmouth
9.6 out of 10, Exceptional, (4 reviews)
"It’s was great staying "
United States
Shalena K.
$213 nightly
The price is $248
May 28 - May 29
Total with taxes and fees
Charming 1-bedroom in-law suite with functional kitchen in pleasant Portsmouth

Cozy Historic Beach House only Steps Away from Beach and Fishing Pier!

Cozy Historic Beach House only Steps Away from Beach and Fishing Pier!
Willoughby Spit
8.8 out of 10, Excellent, (76 reviews)
"Clean well equipped for a nice getaway "
United States
Sheila H.
$230 nightly
The price is $268
May 28 - May 29
Total with taxes and fees
Cozy Historic Beach House only Steps Away from Beach and Fishing Pier!

❤️Ice Ice Baby❤️Downtown Newport News!

❤️Ice Ice Baby❤️Downtown Newport News!
Downtown Newport News
9.4 out of 10, Exceptional, (20 reviews)
"We had a great trip. Loved the industrial look and feel of the apartment. The bed was super comfy and the location was great. It was so convenient to go to the restaurants a few doors down. "
United States
Linda B.
$227 nightly
The price is $245
May 28 - May 29
Total with taxes and fees
❤️Ice Ice Baby❤️Downtown Newport News!

Beachfront Bungalow w/ BEST Location in Ocean View!

Beachfront Bungalow w/ BEST Location in Ocean View!
Willoughby Spit
9.0 out of 10, Wonderful, (15 reviews)
"Great view and close to "
United States
Julian M.
$284 nightly
The price is $330
May 28 - May 29
Total with taxes and fees
Beachfront Bungalow w/ BEST Location in Ocean View!

❤️The Safe House❤️Downtown Newport News!

❤️The Safe House❤️Downtown Newport News!
Downtown Newport News
8.8 out of 10, Excellent, (11 reviews)
"Host was very welcoming! This is our second time staying in one these beautiful apartments and definitely won't be the last. Great for a little weekend getaway. "
United States
Rolando R.
$214 nightly
The price is $231
May 28 - May 29
Total with taxes and fees
❤️The Safe House❤️Downtown Newport News!

stayAPT Suites Suffolk-Chesapeake

stayAPT Suites Suffolk-Chesapeake
2.5 star property
Suffolk
9.4 out of 10, Exceptional, (82 reviews)
"Very clean and modern room at a very reasonable price. We will definitely stay there again if we are in that area."
United States
Scott
$119 nightly
The price is $137
Jun 1 - Jun 2
Total with taxes and fees
stayAPT Suites Suffolk-Chesapeake

1 Bedroom | Free Breakfast. Indoor Pool & Hot Tub

1 Bedroom | Free Breakfast. Indoor Pool & Hot Tub
Chesapeake
$189 nightly
The price is $218
May 28 - May 29
Total with taxes and fees
1 Bedroom | Free Breakfast. Indoor Pool & Hot Tub

Charming 2-bedroom house in fabulous Portsmouth with WiFi, AC

Charming 2-bedroom house in fabulous Portsmouth with WiFi, AC
Portsmouth
10.0 out of 10, Exceptional, (1 review)
"Enjoyed our stay,host was very hospital.love to enjoy it again in December "
United States
earnest d.
$321 nightly
The price is $372
May 31 - Jun 1
Total with taxes and fees
Charming 2-bedroom house in fabulous Portsmouth with WiFi, AC
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 $137 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?

Cozy Historic Beach House only Steps Away from Beach and Fishing Pier!: This vacation home rental outside of Jolliff is located on the beach and has a garden, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

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 Portsmouth City 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.