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Jolliff Vacation Rentals

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Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Jolliff vacation rentals

A modern courtyard with white furniture, a central seating area, and a small lawn.

1. stayAPT Suites Suffolk-Chesapeake

stayAPT Suites Suffolk-Chesapeake
3.5 star property
Suffolk
9.6 out of 10, Exceptional, (111 reviews)
"Theophilus was great at check in. Amazing customer service, quick check-in. The place was clean, the rooms were very clean. The overall atmosphere was great. I will definitely stay here again."
United States
Tarina
$119 nightly
The price is $137
Oct 20 - Oct 21
Total with taxes and fees
stayAPT Suites Suffolk-Chesapeake
A living room with a sectional sofa, a round ottoman, a globe on a shelf, and artwork on the walls.

2. Cozy Private Cottage, Wifi, Pet Friendly & Perfect for Extended Stays!

Cozy Private Cottage, Wifi, Pet Friendly & Perfect for Extended Stays!
Portsmouth
9.2 out of 10, Wonderful, (27 reviews)
"Great small home would rent again"
United States
Ronnie B.
$301 nightly
The price is $349
Oct 20 - Oct 21
Total with taxes and fees
Cozy Private Cottage, Wifi, Pet Friendly & Perfect for Extended Stays!
A living room with a beige sofa, a white ottoman, a patterned rug, a wooden chair, and a small table.

3. 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
8.8 out of 10, Excellent, (13 reviews)
"It was perfect! Just what we needed for a quick visit with family and could bring the dog!"
United States
Kimberly
$207 nightly
The price is $240
Oct 20 - Oct 21
Total with taxes and fees
Charming 1-bedroom in-law suite with functional kitchen in pleasant Portsmouth
A dining room with a round table, four upholstered chairs, a chandelier, and a window with blinds.

4. 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
9.8 out of 10, Exceptional, (9 reviews)
"This was the perfect experience for our vacation and we highly recommend this property and the host was so easy to get in contact with!"
United States
Coachmeech Gaming O.
$226 nightly
The price is $263
Oct 21 - Oct 22
Total with taxes and fees
Charming 1-Bedroom 1-Bath Unit with Beautiful Riverfront Sunsets in Portsmouth
A modern kitchen with white cabinets, a built-in oven, and a dining area with a gray sofa and a table.

5. Guesthouse in ideal location with private entrance

Guesthouse in ideal location with private entrance
Suffolk
10.0 out of 10, Exceptional, (6 reviews)
"The property was clean, quiet and had everything we needed for a few days in town to see our grandbabies and daughter. Easy to find, park and just a few blocks from the highway, many food options and Kroger."
United States
Audrey J.
$254 nightly
The price is $291
Nov 7 - Nov 8
Total with taxes and fees
Guesthouse in ideal location with private entrance
A kitchen with granite countertops, stainless steel appliances, and black bar stools.

6. 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, (31 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.
$248 nightly
The price is $288
Nov 2 - Nov 3
Total with taxes and fees
Charming 2 bedroom, 2 bath townhome located in Portsmouth, Simple and elegant!!
A two-story house with a front porch, a garage, and a fenced yard.

7. Hike, Beach & Explore! Family Home in Chesapeake

Hike, Beach & Explore! Family Home in Chesapeake
2.0 star property
Chesapeake
Hike, Beach & Explore! Family Home in Chesapeake
A multi-story building with balconies, a courtyard with seating, and a well-maintained lawn.

8. stayAPT Suites Hampton

stayAPT Suites Hampton
2.5 star property
Coliseum Central
9.2 out of 10, Wonderful, (31 reviews)
"Great stay! Comfortable & close to a lot of stores & restaurants"
United States
Vanessa
$107 nightly
The price is $125
Nov 2 - Nov 3
Total with taxes and fees
stayAPT Suites Hampton
A dining area with a wooden table and chairs, a large potted plant, and a white fireplace in the background.

9. Wooded Wonderland

Wooded Wonderland
Portsmouth
9.6 out of 10, Exceptional, (15 reviews)
"Great property not too far from the beaches! Between the pool, hot tub, mini golf, and theater room, our family had plenty to do at the house when we weren't out exploring Virginia Beach. Owner was quick to respond to any questions or needs as well."
United States
Erin W.
$576 nightly
The price is $665
Oct 25 - Oct 26
Total with taxes and fees
Wooded Wonderland
A glass-top table with two cushioned chairs on a wooden deck, a vase with red flowers, and a brick wall.

10. Historic Olde Towne 2 Bedroom 1 Bath 1100sq ft Vacation Rental

Historic Olde Towne 2 Bedroom 1 Bath 1100sq ft Vacation Rental
Portsmouth
9.0 out of 10, Wonderful, (55 reviews)
"Comfortable home and clean quiet stay. "
United States
Lisa H.
$257 nightly
The price is $299
Oct 22 - Oct 23
Total with taxes and fees
Historic Olde Towne 2 Bedroom 1 Bath 1100sq ft Vacation Rental
Interior

11. Historical Suffolk Loft Apartment in Downtown Area

Historical Suffolk Loft Apartment in Downtown Area
Suffolk
9.0 out of 10, Wonderful, (4 reviews)
"Beautiful property and close to everything."
United States
Linda W.
$158 nightly
The price is $181
Oct 20 - Oct 21
Total with taxes and fees
Historical Suffolk Loft Apartment in Downtown Area
A narrow brick pathway flanked by two houses with siding.

12. Private 1 Bed Apt - Historic Olde Towne Portsmouth

Private 1 Bed Apt - Historic Olde Towne Portsmouth
Portsmouth
9.6 out of 10, Exceptional, (17 reviews)
"What an awesome place! A perfect location. Close to tons of activities. We would definitely stay again. "
United States
bethany h.
$162 nightly
The price is $189
Oct 21 - Oct 22
Total with taxes and fees
Private 1 Bed Apt - Historic Olde Towne Portsmouth
A modern kitchen with white cabinets, stainless steel appliances, and a tiled backsplash.

13. Modern Oasis- Downtown Luxury Stay, Spacious Cozy Home

Modern Oasis- Downtown Luxury Stay, Spacious Cozy Home
Portsmouth
8.0 out of 10, Very good, (48 reviews)
"Nice property. Neighborhood was very nice."
United States
John B.
$300 nightly
The price is $348
Oct 21 - Oct 22
Total with taxes and fees
Modern Oasis- Downtown Luxury Stay, Spacious Cozy Home
A large indoor swimming pool with clear water, surrounded by lounge chairs and potted plants.

14. King Suite. Free Breakfast. Indoor Pool & Hot Tub. Near the Virginia Beach business district!

King Suite. Free Breakfast. Indoor Pool & Hot Tub. Near the Virginia Beach business district!
Chesapeake
9.0 out of 10, Wonderful, (2 reviews)
"Very clean , great location. Will stay there again!!!"
United States
Tony H.
$163 nightly
The price is $188
Nov 1 - Nov 2
Total with taxes and fees
King Suite. Free Breakfast. Indoor Pool & Hot Tub. Near the Virginia Beach business district!
A kitchen with wooden cabinets, a stainless steel stove, a refrigerator, and a washing machine.

15. ODU Cozy Cottage with river views near bars, grills, brewery! 2 br/1 bath house!

ODU Cozy Cottage with river views near bars, grills, brewery! 2 br/1 bath house!
Norfolk
10.0 out of 10, Exceptional, (1 review)
"Great stay"
United States
Anonymous traveler
$268 nightly
The price is $311
Oct 20 - Oct 21
Total with taxes and fees
ODU Cozy Cottage with river views near bars, grills, brewery! 2 br/1 bath house!
A bedroom with a bed, two bedside tables, a headboard, and a wall-mounted painting.

16. The Speakeasy | Downtown Newport News!

The Speakeasy | Downtown Newport News!
Downtown Newport News
9.0 out of 10, Wonderful, (20 reviews)
"Such a great place! We will visit again"
United States
Candice C.
$218 nightly
The price is $252
Oct 20 - Oct 21
Total with taxes and fees
The Speakeasy | Downtown Newport News!
A pool table in a room with wooden floors, a fireplace, and a window with purple curtains.

17. Centrally Located Hampton Roads Home w/ Game Room!

Centrally Located Hampton Roads Home w/ Game Room!
3.0 star property
Portsmouth
$536 nightly
The price is $619
Nov 5 - Nov 6
Total with taxes and fees
Centrally Located Hampton Roads Home w/ Game Room!
A large indoor swimming pool with clear water, surrounded by lounge chairs and potted plants.

18. Great Studio | Pool & Hot Tub. Your Next Vacation

Great Studio | Pool & Hot Tub. Your Next Vacation
Chesapeake
10.0 out of 10, Exceptional, (3 reviews)
"Impressed with the whole experience. "
United States
Patricia M.
$141 nightly
The price is $162
Nov 1 - Nov 2
Total with taxes and fees
Great Studio | Pool & Hot Tub. Your Next Vacation
A pool table in a room with wooden floors, a fireplace, and a window with purple curtains.

19. Centrally Located Hampton Roads Home w/ Game Room!

Centrally Located Hampton Roads Home w/ Game Room!
Portsmouth
10.0 out of 10, Exceptional, (1 review)
"The house was very nice! And the host was in full contact with us throughout our stay to make sure we had everything we needed. Also, our family LOVED the video games. "
United States
Elaine P.
$541 nightly
The price is $625
Nov 5 - Nov 6
Total with taxes and fees
Centrally Located Hampton Roads Home w/ Game Room!
A living room with a sofa, armchair, glass coffee table, fireplace, and a television.

20. Nyakio Suite - Chesapeake

Nyakio Suite - Chesapeake
Greenbrier
10.0 out of 10, Exceptional, (1 review)
"Very clean and had all the essentials. Great location near a a beautiful lake"
United States
Erin K.
$393 nightly
The price is $438
Oct 20 - Oct 21
Total with taxes and fees
Nyakio Suite - Chesapeake
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

Days Inn by Wyndham Virginia Beach Town Center

Days Inn by Wyndham Virginia Beach Town Center

10/10 Excellent
"The best days inn I been too, honestly."
Alisha 1-night trip
Posted 10 hours ago
Days Inn by Wyndham Virginia Beach Town Center

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 $125 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.

Explore a world of travel with Expedia

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?

Charming 1-bedroom in-law suite with functional kitchen in pleasant Portsmouth: This vacation home rental outside of Jolliff offers an outdoor pool, a fireplace, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. Kick off your shoes and enjoy yourself with a patio and a garden.

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.