Default HTG hotel image

Jolliff Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Aug 14 - Aug 16
In two months
Sep 25 - Sep 27
In three months
Oct 23 - Oct 25
In four months
Nov 20 - Nov 22

Our top choices for Jolliff vacation rentals

Terrace/patio

1. stayAPT Suites Suffolk-Chesapeake

stayAPT Suites Suffolk-Chesapeake
3.5 star property
Suffolk
9.6 out of 10, Exceptional, (96 reviews)
"Perfect! Will stay again and will look for this brand in my future travels."
United States
Melissa
The price is ￥18,731
￥21,511 total
includes taxes & fees
Aug 17 - Aug 18
stayAPT Suites Suffolk-Chesapeake
Smart TV, DVD player

2. Comfortable & Private 2 Bedrm Cottage w/ King bed.

Comfortable & Private 2 Bedrm Cottage w/ King bed.
Portsmouth
9.6 out of 10, Exceptional, (24 reviews)
"Quite little cottage. Great for a quick stay."
United States
Debbie M.
The price is ￥18,416
￥52,965 total
includes taxes & fees
Aug 3 - Aug 4
Comfortable & Private 2 Bedrm Cottage w/ King bed.
Dining

3. 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, (8 reviews)
"Quiet comfortable"
United States
Rebecca K
The price is ￥14,009
￥42,648 total
includes taxes & fees
Aug 31 - Sep 1
Charming 1-Bedroom 1-Bath Unit with Beautiful Riverfront Sunsets in Portsmouth
Coffee/tea maker, fridge, microwave, stovetop

4. 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.
The price is ￥18,888
￥39,636 total
includes taxes & fees
Aug 2 - Aug 3
Guesthouse in ideal location with private entrance
Property grounds

5. Private 1 Bed Apt - Historic Olde Towne Portsmouth

Private 1 Bed Apt - Historic Olde Towne Portsmouth
Portsmouth
10.0 out of 10, Exceptional, (7 reviews)
"Great place. Nice area. Parking was confusing at first but host was very responsive "
United States
Ed and Laura S.
The price is ￥12,928
￥29,663 total
includes taxes & fees
Aug 5 - Aug 6
Private 1 Bed Apt - Historic Olde Towne Portsmouth
Coffee/tea maker, fridge, microwave, oven

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, (29 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 ￥19,360
￥49,526 total
includes taxes & fees
Aug 24 - Aug 25
Charming 2 bedroom, 2 bath townhome located in Portsmouth, Simple and elegant!!
Smart TV, fireplace

7. 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
8.4 out of 10, Very Good, (9 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 ￥21,249
￥35,771 total
includes taxes & fees
Sep 1 - Sep 2
Charming 1-bedroom in-law suite with functional kitchen in pleasant Portsmouth
Property grounds

8. 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, (53 reviews)
"Great place great host"
United States
Fabian B.
The price is ￥19,675
￥43,915 total
includes taxes & fees
Aug 18 - Aug 19
Historic Olde Towne 2 Bedroom 1 Bath 1100sq ft Vacation Rental
Game room

9. 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 ￥37,146
￥98,398 total
includes taxes & fees
Aug 27 - Aug 28
Centrally Located Hampton Roads Home w/ Game Room!
Dining

10. Wooded Wonderland

Wooded Wonderland
Portsmouth
9.6 out of 10, Exceptional, (15 reviews)
"Easy check in. House very clean and well equipped. Comfortable stay"
United States
Nona C.
The price is ￥59,025
￥114,148 total
includes taxes & fees
Sep 1 - Sep 2
Wooded Wonderland
Terrace/patio

11. Sojourn's Harborage | Pet-Friendly

Sojourn's Harborage | Pet-Friendly
East Ocean View
10.0 out of 10, Exceptional, (1 review)
"Beautiful stay. Pet friendly. Spacious. "
United States
Antonio R.
Sojourn's Harborage | Pet-Friendly
House (4 Bedrooms) | Interior

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

Centrally Located Hampton Roads Home w/ Game Room!
3.0 star property
Portsmouth
The price is ￥45,803
￥97,432 total
includes taxes & fees
Aug 26 - Aug 27
Centrally Located Hampton Roads Home w/ Game Room!
Terrace/patio

13. Sojourn's Harborage | Pet-Friendly #8

Sojourn's Harborage | Pet-Friendly #8
East Ocean View
10.0 out of 10, Exceptional, (2 reviews)
"This was my first solo experience and this place and the accommodations made it perfect and safe. Place was clean and looked just like the pictures and to get in and out were easy. Place was very close to a park that had a wonderful summer farmers market. I would stay here again next time I visit this area and will highly recommend."
United States
Margaret T.
Sojourn's Harborage | Pet-Friendly #8
Outdoor dining

14. 902 CH Historic Carriage House 20 Steps to Beach + Hot Tub, Kayaks, Beachfront Grilling

902 CH Historic Carriage House 20 Steps to Beach + Hot Tub, Kayaks, Beachfront Grilling
Willoughby Spit
902 CH Historic Carriage House 20 Steps to Beach + Hot Tub, Kayaks, Beachfront Grilling
Coffee/tea maker, fridge, microwave, oven

15. Three blocks from the beach 2

Three blocks from the beach 2
Buckroe Beach
9.8 out of 10, Exceptional, (38 reviews)
"Nice clean place in a good location."
United States
Everett P.
The price is ￥17,157
￥53,894 total
includes taxes & fees
Aug 9 - Aug 10
Three blocks from the beach 2
Beach nearby, sun loungers, beach towels

16. Cozy Beach Home in Oceanview

Cozy Beach Home in Oceanview
Bayview
9.8 out of 10, Exceptional, (47 reviews)
"Loved staying here. The house had everything that was needed and it was in close proximity to everything. "
United States
Conor L.
The price is ￥27,545
￥62,016 total
includes taxes & fees
Aug 25 - Aug 26
Cozy Beach Home in Oceanview
Indoor pool

17. 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 ￥30,065
￥39,643 total
includes taxes & fees
Aug 9 - Aug 10
King Suite. Free Breakfast. Indoor Pool & Hot Tub. Near the Virginia Beach business district!
Terrace/patio

18. 3-bedroom home away from home in fabulous Chesapeake, Virginia.

3-bedroom home away from home in fabulous Chesapeake, Virginia.
Chesapeake
10.0 out of 10, Exceptional, (49 reviews)
"Great place to stay, everything was as described! Would definitely stay here again. "
United States
James W.
The price is ￥29,434
￥53,351 total
includes taxes & fees
Sep 1 - Sep 2
3-bedroom home away from home in fabulous Chesapeake, Virginia.
Smart TV

19. Cozy Beach Cottage - Oceanview Walk To The Beach & Pet Friendly

Cozy Beach Cottage - Oceanview Walk To The Beach & Pet Friendly
Bayview
10.0 out of 10, Exceptional, (1 review)
"Very Clean, beautiful property situated just blocks from the beach. Neighborhood was very friendly. The entire stay in this charming cottage was delightful!"
United States
Todd C.
The price is ￥27,340
￥63,049 total
includes taxes & fees
Aug 31 - Sep 1
Cozy Beach Cottage - Oceanview Walk To The Beach & Pet Friendly
Interior

20. 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
The price is ￥24,877
￥62,930 total
includes taxes & fees
Aug 31 - Sep 1
Large 2 bedroom | Queen beds | Safe Area
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Jolliff Hotel Reviews

STUDIOS & SUITES 4 LESS CHESAPEAKE

STUDIOS & SUITES 4 LESS CHESAPEAKE

10/10 Excellent
"Great place to stay. Staff was awesome and very clean."
Eric 4-night trip
Posted 1 hour ago
STUDIOS & SUITES 4 LESS CHESAPEAKE

Find out more about Jolliff

Search for holiday rentals in Jolliff on Expedia! You can easily find your home rentals, villas, holiday apartments in Jolliff using one of the methods below:

  • View our selection of featured holiday rentals in Jolliff
  • Use the map to find apartments and other holiday homes in the Jolliff neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Jolliff while they last

Look no further and take a look at our great range of rental properties in Jolliff!

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?

4-bedroom house in beautiful Virginia Beach Downtown: This vacation home rental outside of Jolliff offers a garden and air-conditioning to help you feel comfortable in your new surroundings.

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.