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Jolliff Holiday Rentals

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Our top choices for Jolliff holiday rentals

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
The price is NZ$242
includes taxes & fees
16 Nov - 17 Nov
stayAPT Suites Suffolk-Chesapeake

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.
The price is NZ$626
includes taxes & fees
18 Oct - 19 Oct
Cozy Private Cottage, Wifi, Pet Friendly & Perfect for Extended Stays!

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
The price is NZ$419
includes taxes & fees
18 Oct - 19 Oct
Charming 1-bedroom in-law suite with functional kitchen in pleasant Portsmouth

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.
The price is NZ$464
includes taxes & fees
20 Oct - 21 Oct
Charming 1-Bedroom 1-Bath Unit with Beautiful Riverfront Sunsets in Portsmouth

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.
Guesthouse in ideal location with private entrance

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.
The price is NZ$496
includes taxes & fees
2 Nov - 3 Nov
Charming 2 bedroom, 2 bath townhome located in Portsmouth, Simple and elegant!!

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

Hike, Beach & Explore! Family Home in Chesapeake
2.0 star property
Chesapeake
The price is NZ$1,113
includes taxes & fees
18 Oct - 19 Oct
Hike, Beach & Explore! Family Home in Chesapeake

8. stayAPT Suites Hampton

stayAPT Suites Hampton
2.5 star property
Coliseum Central
9.4 out of 10, Exceptional, (29 reviews)
"Great stay! Comfortable & close to a lot of stores & restaurants"
United States
Vanessa
The price is NZ$217
includes taxes & fees
25 Oct - 26 Oct
stayAPT Suites Hampton

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.
The price is NZ$1,158
includes taxes & fees
26 Oct - 27 Oct
Wooded Wonderland

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.
The price is NZ$520
includes taxes & fees
18 Oct - 19 Oct
Historic Olde Towne 2 Bedroom 1 Bath 1100sq ft Vacation Rental

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.
The price is NZ$322
includes taxes & fees
29 Oct - 30 Oct
Historical Suffolk Loft Apartment in Downtown Area

12. Private 1 Bed Apt - Historic Olde Towne Portsmouth

Private 1 Bed Apt - Historic Olde Towne Portsmouth
Portsmouth
9.6 out of 10, Exceptional, (16 reviews)
"What an awesome place! A perfect location. Close to tons of activities. We would definitely stay again. "
United States
bethany h.
The price is NZ$334
includes taxes & fees
21 Oct - 22 Oct
Private 1 Bed Apt - Historic Olde Towne Portsmouth

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.
The price is NZ$606
includes taxes & fees
21 Oct - 22 Oct
Modern Oasis- Downtown Luxury Stay, Spacious Cozy Home

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.
The price is NZ$345
includes taxes & fees
1 Nov - 2 Nov
King Suite. Free Breakfast. Indoor Pool & Hot Tub. Near the Virginia Beach business district!

15. 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.
The price is NZ$429
includes taxes & fees
19 Oct - 20 Oct
The Speakeasy | Downtown Newport News!

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

Centrally Located Hampton Roads Home w/ Game Room!
3.0 star property
Portsmouth
The price is NZ$1,095
includes taxes & fees
5 Nov - 6 Nov
Centrally Located Hampton Roads Home w/ Game Room!

17. 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.
The price is NZ$301
includes taxes & fees
1 Nov - 2 Nov
Great Studio | Pool & Hot Tub. Your Next Vacation

18. 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.
The price is NZ$1,100
includes taxes & fees
5 Nov - 6 Nov
Centrally Located Hampton Roads Home w/ Game Room!

19. 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.
The price is NZ$777
includes taxes & fees
30 Oct - 31 Oct
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

Find out more about Jolliff

Everything you need to know about Jolliff holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Jolliff holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Jolliff holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Jolliff holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Jolliff holiday rentals we have selected for you start as low as NZ$217 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Jolliff rentals

At Expedia, we put the best Jolliff holiday 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 holiday.

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 holiday rental in Jolliff?

Yes, there are holiday rentals close to the most popular sights in Jolliff, or you can select a more secluded option if you're looking for a relaxing 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 holiday rentals that Jolliff has to offer?

Charming 1-bedroom in-law suite with functional kitchen in pleasant Portsmouth: This holiday 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 wider area, you’ll find Naval Station Norfolk and Chesapeake Square Mall.

What’s a holiday rental in Jolliff like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Jolliff. Holiday rentals offer extras such as laundry facilities and kitchens so you'll feel right at home. If you're concerned about a clean environment, a holiday rental can offer a sense of privacy away from shared hotel lifts and busy front desks while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental a great choice for family trips.