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Compare 466 Vacation Homes in Jolliff with updated reviews, rates, and availability.

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

2.0 star property
10.0 out of 10, Exceptional, (13)
"We stayed three nights and couldn't have asked for a better experience. Check in was easy and the location was in a very nice neighborhood. His directions made it easy to find. We felt at home from the time we walked in. The home was very clean and had every amenity we needed. The beds were nice and comfortable. Our pup enjoyed the big back yard. It was a pleasure to rent from Eric, he responded very quickly if we needed anything. There is not one negative we can say. Would definitely...
The price is AED 680
AED 1,220 total
includes taxes & fees
6 Dec - 7 Dec
3-bedroom home away from home in fabulous Chesapeake, Virginia.

NEW! Residential Retreat. Located minutes to the Oceanview beach and Naval base.

9.6 out of 10, Exceptional, (39)
"The home was comforted and roomy which allowed for family time and a little quiet time alone. The home is simple and clean "
NEW! Residential Retreat. Located minutes to the Oceanview beach and Naval base.

A block to the beach!

9.6 out of 10, Exceptional, (55)
"The house was cute, clean and easy walking distance to the beach. "
A block to the beach!

Tiny House Near Beach & Naval Base - Privacy Fence

9.8 out of 10, Exceptional, (21)
"We had a few hiccups during our stay but they were address quickly and Esmel worked with us to resolve them. The house is super cute and perfect for a short stay. Everything was a short drive away so it was nice being close to everything without being right in the middle of town"
Tiny House Near Beach & Naval Base - Privacy Fence

Serenity on the Bay-Complimentary Sunrise & Sunset Views

9.4 out of 10, Exceptional, (21)
"This house was a nice stay for our family. Plenty of room to spread out and beautiful view. Host was great at communicating. Would definitely consider staying here again!"
Serenity on the Bay-Complimentary Sunrise & Sunset Views

Hilton Village Home

9.6 out of 10, Exceptional, (28)
"This place was so great to stay at!"
The price is AED 569
AED 1,081 total
includes taxes & fees
30 Nov - 1 Dec
Hilton Village Home

Adorable Beach bungalow a BLOCK from the Beach

7.6 out of 10, Good, (4)
"Ver"
The price is AED 643
AED 1,321 total
includes taxes & fees
26 Nov - 27 Nov
Adorable Beach bungalow a BLOCK from the Beach

Brand New Buckroe Beach 2 Bedroom, sleeps 5! Walk to the Beach!

9.6 out of 10, Exceptional, (20)
"We loved our stay at this property. It was super close to the beach and great restaurants. It was quiet and the amenities were plenty. It’s a perfect home away from home as I visit my son who we were dropping off for his freshman year during this day."
Brand New Buckroe Beach 2 Bedroom, sleeps 5! Walk to the Beach!

Historic Old Towne Southern Charm

9.8 out of 10, Exceptional, (12)
"Latonya was a great host. She greeted us when we arrived at the Property and provided some dinner recommendations. The home was clean and inviting which was perfect for a short stay. We would definitely book again. "
Historic Old Towne Southern Charm

Old Time Beach Front Cottage - The Beach is your Backyard! (Pet Friendly) by RedAwning

7.0 out of 10, Good, (2)
"Our stay was okay. The house was in an excellent location to the beach, however very difficult to find from the road. The house was a great size & the beds were so comfortable. I rate this with a 3 because I felt like there were several things that desperately need updated. The faucets in the bathroom were heavily rusted and leaking. When taking a shower, our faucet diverter broke so we werent able to take a shower the last day of our stay. There is not much of an ocean view as there is a lot of...
Old Time Beach Front Cottage - The Beach is your Backyard! (Pet Friendly) by RedAwning

Sandy Dunes at the Beach - Beachfront, Wi-Fi, Pets by RedAwning

7.8 out of 10, Good, (10)
"Cutest little house !! only problem is the parking it was very tight. The stove did not work and there was no heat ! great place I would recommend staying here if you're ever in Virginia."
Sandy Dunes at the Beach - Beachfront, Wi-Fi, Pets by RedAwning

Beach Front on the Bay in our Rustic, Pet Friendly Cottage by RedAwning

10.0 out of 10, Exceptional, (5)
"This was a great space for our family to take a quick trip before heading back to school! We had six teenagers and seven adults and there was plenty of room for everyone! The beach was great, and only a hop, skip, and jump from the house. Close to grocery stores, Walmart, and Target. And we found an amazing seafood house, Surf Rider, just down the road at the marina. Would definitely stay again!"
Beach Front on the Bay in our Rustic, Pet Friendly Cottage by RedAwning

Sojourn | Coastal Cottage | 3 BR

9.4 out of 10, Exceptional, (23)
"Everything in the listing was exactly as shown. Check in and check out were simple and easy. Property manager was in contact and inquired of our needs. We didn't have any becuase the house was well stocked, but based on all other parts of the stay, I assume that would be handled efficiently. The highway is close, so there is quite a bit of road noise outside, but the sound is minimal once inside the house. We wpuld definitely stay here again."
The price is AED 507
AED 1,398 total
includes taxes & fees
26 Dec - 27 Dec
Sojourn | Coastal Cottage | 3 BR

Beachfront w/ Private Access & 2 Decks - Spacious & Well-Equipped Home 🏖️

10.0 out of 10, Exceptional, (100)
"Wonderful stay, it just went too fast. A couple of suggestions: I did not see an ironing board or iron, also, not enough toilet paper for 5 people. You have a wonderful place. Thank you for sharing it with us!"
Beachfront w/ Private Access & 2 Decks - Spacious & Well-Equipped Home 🏖️

Hampton Home w/ Fireplace + Close to Beaches!

7.8 out of 10, Good, (14)
"Lots of space for our family of 6! Loved all the bathrooms 😊"
Hampton Home w/ Fireplace + Close to Beaches!

Charming 2 bed 1 bath near Langley Air Force Base

10.0 out of 10, Exceptional, (28)
"This property was perfect for our needs. Darling house with charm and convenience. Clean and well stocked. We loved our stay!"
Charming 2 bed 1 bath near Langley Air Force Base

The Anchor ⭐️ 4BR Beach House w Balcony & King Bed

9.2 out of 10, Wonderful, (12)
"A nice place to stay with big rooms and lots of spaces within walking distance from the beach. I wish the checkin process was smoother but we have to contact the landlord in order for the accurate checkin procedure to be sent. This should have been sent to us at exactly 4pm which is the checkin time. Also the outside garbage bin should have been emptied before the next renters comes in. The garbage attacted flies which also came inside the house. We wish there was any instructions on how to...
The Anchor ⭐️ 4BR Beach House w Balcony & King Bed

Cheerful 2 bedroom 2 full bathroom townhouse

10.0 out of 10, Exceptional, (6)
"Great location for us to easily navigate between our relatives. Property was great, neighbors were very Respectful and Quiet! We will definitely book this property again when we come back to visit our family. "
Cheerful 2 bedroom 2 full bathroom townhouse

Pet-Friendly Norfolk Retreat ~ 7 Mi to Beach!

7.0 out of 10, Good, (6)
"The property was very clean and exceeded my expectations. The owner was accommodating and very friendly. I’ve never rented a property where laundry detergent, bleach and cleaning agents were supplied. That was amazing. The towels and face cloths were folded on each bed like they get folded on a cruise. Amazing experience. "
Pet-Friendly Norfolk Retreat ~ 7 Mi to Beach!

Captains Quarters By The Bay 3 Bedroom Cottage by RedAwning

3.5 star property
Captains Quarters By The Bay 3 Bedroom Cottage by RedAwning
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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Other property types in Jolliff

Modern Oasis- Downtown Luxury Stay, Spacious Cozy Home

9.0 out of 10, Wonderful, (22)
"Lovely townhouse. No issues. Host very nice and communicated well. Walking distance to many things. Ferry to Norfolk, church and downtown restaurants and bars."
The price is AED 474
AED 1,105 total
includes taxes & fees
2 Dec - 3 Dec
Modern Oasis- Downtown Luxury Stay, Spacious Cozy Home

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

9.6 out of 10, Exceptional, (15)
"We really liked Olde Town; the location was great, and close to the seawall and lots of historical buildings. The house itself was old and seemed a bit run-down (not everything worked), but the owners were responsive to addressing urgent concerns, and the price was good."
The price is AED 364
AED 890 total
includes taxes & fees
26 Nov - 27 Nov
Historic Olde Towne 2 Bedroom 1 Bath 1100sq ft Vacation Rental

Rustic Beach Front Apartment - Cozy, Rustic and On the Beach! - 2 BR 1.5 Bath

8.4 out of 10, Very Good, (40)
"Loved the ease of access we had to everything. Place was as described on website. Will be recommending. "
Rustic Beach Front Apartment - Cozy, Rustic and On the Beach! - 2 BR 1.5 Bath
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.