Chesapeake, Virginia Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Chesapeake, Virginia on RentalSaver.com!

Chesapeake Rentals

From $109 per night (USD)
VRBO
First Class Lvng - 2BR, 2BA, cool & cozy
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to this stylish two-bedroom, two-bath apartment in Chesapeake, VA, perfect for executive trips. Located just off ...
From $109 per night (USD)
VRBO
From $108 per night (USD)
Expedia
Guesthouse in ideal location with private entrance
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This special place is close to everything, making it easy to plan your visit. Within walking distance to places like Chi ...
From $108 per night (USD)
Expedia
From $225 per night (USD)
VRBO
Clean spacious home near Sentara Hospital
Bedrooms:
3
Bathrooms:
3
Sleeps:
5
This spacious two story, newly renovated home is minutes from Downtown Norfolk, Sentara Hospital, Navy Shipyard, and i26 ...
From $225 per night (USD)
VRBO
From $126 per night (USD)
Expedia
Great Studio | Pool & Hot Tub. Your Next Vacation
Bedrooms:
1
Bathrooms:
0
Sleeps:
2
This studio queen condo in Chesapeake, Virginia Beach is an excellent choice for families or friends. This is your perfe ...
From $126 per night (USD)
Expedia
From $99 per night (USD)
VRBO
King Guest Suite - A TOGAR Vacation Rental
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Come enjoy a great stay in this beautiful private In-law suite, located in the heart of Chesapeake where you can get los ...
From $99 per night (USD)
VRBO
From $325 per night (USD)
Expedia
Charming quiet 4 bedroom home located in Craddock Historical District
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
Attractive remodeled 4 bedroom historic home with first floor master bedroom and bath. Plenty of room for the entire fam ...
From $325 per night (USD)
Expedia
From $410 per night (USD)
VRBO
Entire house: Clean & spacious house 4 the family.
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Have fun with the whole family and friends at this stylish place. The space Simple and cozy house with basic amenities f ...
From $410 per night (USD)
VRBO
$Family friendly! 3 bd\/2 ba, full house, sleeps 8$
From $167 per night (USD)
Expedia
Family friendly! 3 bd\/2 ba, full house, sleeps 8
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Your family will be close to everything when you stay at this centrally-located place. FULL House!!! Close to everythin ...
From $167 per night (USD)
Expedia
Click For Pricing
VRBO
Lovely space while away from home. 19 miles from beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Comfortable and cozy layout. Make you feel like you never left home. The rooms are all lovely, and it’s definitely a hom ...
Click For Pricing
VRBO
From $99 per night (USD)
VRBO
Adorable, detached, carriage guest house in a quiet, wooded setting.
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Adorable, furnished apartment offers quiet solitude and privacy, yet fast access to all local attractions. Approximately ...
From $99 per night (USD)
VRBO
Click For Pricing
VRBO
Cozy Home!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Come enjoy our 3 bedroom townhome with plenty of amenities! ♥ 15 Minutes from Norfolk Airport ♥ 15 minutes from Downtow ...
Click For Pricing
VRBO
Click For Pricing
Expedia
Spacious family size condo with two living rooms and patio.
Bedrooms:
3
Bathrooms:
3
Sleeps:
4
Jacuzzi and enough space for family vacation. Parking spaces and a quiet community. Very close to shopping center. Ther ...
Click For Pricing
Expedia
Click For Pricing
VRBO
Beautiful custom built home in the country
Bedrooms:
4
Bathrooms:
5
Sleeps:
7
This home was hand built by the owner, a professional builder. It is set back 1/4 mile drive. SUV or truck is best, to d ...
Click For Pricing
VRBO
Click For Pricing
Expedia
Peace on the lake
Bedrooms:
3
Bathrooms:
4
Sleeps:
13
A place to relax with family and friends. Hot tub, game rooms, 2 jet tubes, cozy rooms with 3 fire places, large rooms f ...
Click For Pricing
Expedia
Click For Pricing
VRBO
Cozy ranch style home located 20-25 minutes from ocean front.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Clean and Nicely furnished 3 bedroom, 2 bathroom ranch style home located in a quiet cul-de-sac. Great for a family, acc ...
Click For Pricing
VRBO
From $201 per night (USD)
Expedia
King Suite. Free Breakfast. Indoor Pool & Hot Tub. Great for Business Travelers!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Enjoy a wonderful trip to Chesapeake, courtesy of our 1 Bedroom Suite! It's close to the Virginia Beach oceanfront, the ...
From $201 per night (USD)
Expedia
From $164 per night (USD)
VRBO
Free Breakfast. Indoor Pool & Hot Tub. Close to the Virginia Beach business district!
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
Enjoy a wonderful trip to Chesapeake, courtesy of our 1 Bedroom Suite! It's close to the Virginia Beach oceanfront, the ...
From $164 per night (USD)
VRBO
From $318 per night (USD)
Expedia
Free Breakfast. Indoor Pool & Hot Tub. Your Next Trip!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Enjoy a wonderful trip to Chesapeake, courtesy of our 2 Bedroom Suite! It's close to the Virginia Beach oceanfront, the ...
From $318 per night (USD)
Expedia
From $148 per night (USD)
VRBO
King Suite. Free Breakfast. Indoor Pool & Hot Tub. Near the Virginia Beach business district!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Sleeps 4 people (Max 3 or 4 adults) • Indoor pool + whirlpool • Breakfast Buffet (Complimentary) • Evening Socials: (C ...
From $148 per night (USD)
VRBO
From $211 per night (USD)
Expedia
Free Breakfast. Indoor Pool & Hot Tub. Near the Virginia Beach business district!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Enjoy a wonderful trip to Chesapeake, courtesy of our 1 Bedroom Suite! It's close to the Virginia Beach oceanfront, the ...
From $211 per night (USD)
Expedia
From $185 per night (USD)
VRBO
Comfortable Home | Long Stay Discount Available
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Welcome to this beautifully kept 3-bedroom newly renovated home in Chesapeake. The high end mattresses provide a beautif ...
From $185 per night (USD)
VRBO
From $530 per night (USD)
VRBO
Beach Family Time Enjoy The Backyard Pool And Sunroom
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
#Welcome to our 2 story Virginia Beach Pool house right in the middle of all the action of Hampton Roads. Just seconds f ...
From $530 per night (USD)
VRBO
From $111 per night (USD)
VRBO
Private single family home with a natural wooded setting providing much privacy.
Bedrooms:
1
Bathrooms:
2
Sleeps:
2
This is a 2 bedroom 1 bath house centrally located in the Virginia Beach, Chesapeake, and Norfolk (Tri-city) area. Appr ...
From $111 per night (USD)
VRBO
From $126 per night (USD)
Expedia
Studio | Free Breakfast. Indoor Pool & Hot Tub.
Bedrooms:
1
Bathrooms:
0
Sleeps:
3
This studio condo in Chesapeake, It's close to the Virginia Beach oceanfront, the Virginia Beach business district, and ...
From $126 per night (USD)
Expedia
$'The Lucas:' Cheery House w\/ Fenced Backyard!$
Click For Pricing
VRBO
'The Lucas:' Cheery House w\/ Fenced Backyard!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Discover where East Coast beaches meet small-town charm at this delightful Chesapeake escape! Featuring 4 bedrooms, 2.5 ...
Click For Pricing
VRBO
From $350 per night (USD)
Expedia
The Sparks Home! Relaxing Space + Lux Kitchen
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to The Sparks Home! A new build with a cozy yet modern interior. Perfect for couples or smaller groups! 5 min ...
From $350 per night (USD)
Expedia
From $215 per night (USD)
VRBO
Bright Chesapeake Home Near Shopping & Dining
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Plan your next Chesapeake getaway and stay at this charming vacation rental home! This 2-bedroom, 1-bathroom guest house ...
From $215 per night (USD)
VRBO
From $175 per night (USD)
VRBO
3-bedroom Townhome near Historic Waterfront in Portsmouth
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
The whole group will enjoy easy access to everything from this centrally located place. The group can enjoy the downtown ...
From $175 per night (USD)
VRBO
From $60 per night (USD)
VRBO
🎉GORGEOUS 1 BEDROOM WITH FREE WIFI & STREET PARKING🏡
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Take a break and unwind at this peaceful and meticulously renovated, fully furnished studio guest suite in an extremely ...
From $60 per night (USD)
VRBO
$Luxurious 4 bedroom 2bath Bungalow w\/ Private Backyard Oasis$
Click For Pricing
Expedia
Luxurious 4 bedroom 2bath Bungalow w\/ Private Backyard Oasis
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Treat yourself to the majestic experience you deserve by booking Jo's Bungalows. This 4 bedroom, 2bathroom facility slee ...
Click For Pricing
Expedia
From $221 per night (USD)
VRBO
Beautiful Waterfront Cottage near Downtown Norfolk- A Peaceful Secluded Paradise
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Taking a deep breath and enjoying this amazing view! This spacious cottage is set back on 0.6 acres with a wonderful v ...
From $221 per night (USD)
VRBO
$Large 1-Bedroom private room w\/movie theater & free parking.$
Click For Pricing
Expedia
Large 1-Bedroom private room w\/movie theater & free parking.
Bedrooms:
2
Bathrooms:
1
Sleeps:
2
Get cozy and stay a while! This 1-bedroom private room with in home movie theater is where you can find peace of mind. T ...
Click For Pricing
Expedia
From $158 per night (USD)
VRBO
Studio | Free Breakfast. Indoor Pool & Hot Tub
Bedrooms:
1
Bathrooms:
0
Sleeps:
3
This studio condo in Chesapeake. It's close to the Virginia Beach oceanfront, the Virginia Beach business district, and ...
From $158 per night (USD)
VRBO
From $169 per night (USD)
Expedia
1 Bedroom | Free Breakfast. Indoor Pool & Hot Tub
Bedrooms:
1
Bathrooms:
0
Sleeps:
3
This studio condo in Chesapeake, It's close to the Virginia Beach oceanfront, the Virginia Beach business district, and ...
From $169 per night (USD)
Expedia
Click For Pricing
VRBO
King Bed Colonial Cape Cod - Rest & Relaxation!
Bedrooms:
2
Bathrooms:
5
Sleeps:
12
Welcome to your new vacation spot! The Sawyer Home away from home features a 5 bedroom Colonial Cape Cod with 2 full ...
Click For Pricing
VRBO
Click For Pricing
Expedia
Camelot, 3B 2BA, corner lot home in culdesac
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Come share my world. Relax in this peaceful, family friendly home. Located in a well established community and in a quie ...
Click For Pricing
Expedia
From $133 per night (USD)
VRBO
A Quiet Chesapeake Escape! Close to Rivers Casino!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
This quiet neighborhood is a great place to relax and enjoy your stay. It has a private entrance, privacy fenced in shar ...
From $133 per night (USD)
VRBO
Click For Pricing
Expedia
Beauty in your sleep
Bedrooms:
3
Bathrooms:
3
Sleeps:
5
Have fun with the whole family at this stylish home conveniently located in Western Branch area of Chesapeake. This home ...
Click For Pricing
Expedia
From $239 per night (USD)
VRBO
Convenient to all 7 cities
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Ahhhhh....you found it! Unload the car and enjoy our relaxing and serene home! Spacious, 2 levels, tasteful decor throug ...
From $239 per night (USD)
VRBO
$Five Star Stay - Downtown 1BR\/1BA$
From $119 per night (USD)
Expedia
Five Star Stay - Downtown 1BR\/1BA
Bedrooms:
2
Bathrooms:
1
Sleeps:
2
Centrally-located downtown Norfolk apartment near Waterside. Industrial modern space with heated bathroom floors, top-no ...
From $119 per night (USD)
Expedia
From $141 per night (USD)
VRBO
Country Escape Home in the Woods- Chesapeake VA
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Escape your day to day life to come enjoy this house in the country. This is a great house for you, your family and frie ...
From $141 per night (USD)
VRBO
From $350 per night (USD)
VRBO
Welcome to our cozy home in Chesapeake
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Welcome to our wonderful home located in a very desirable area in Chesapeake Virginia. Our home is a 3 bedroom 3 bath th ...
From $350 per night (USD)
VRBO
Click For Pricing
VRBO
Luxurious home in Chesapeake
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Beautiful 4-bedroom 3 bath home with a downstairs bedroom and full bath. The upstairs master is huge with a sitting area ...
Click For Pricing
VRBO
From $130 per night (USD)
Expedia
Hidden gem in the heart of Chesapeake, Va. Minutes away from Chesapeake Regional
Bedrooms:
3
Bathrooms:
3
Sleeps:
5
This Townhouse is more than meets the eye. Larger than the average town house ( over 2100 sq ft) Includes a bonus room o ...
From $130 per night (USD)
Expedia
From $99 per night (USD)
VRBO
The Full House
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Forget your worries in this spacious serene home. Near major interstates, shopping, restaurants and hospitals. Great nei ...
From $99 per night (USD)
VRBO
Click For Pricing
Expedia
Cozy Townhome
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Very quiet area. This property is only minutes away from the downtown tunnel, 6 minutes from Sentara Norfolk General Hos ...
Click For Pricing
Expedia
From $150 per night (USD)
VRBO
Cozy Ranch Retreat.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This stylish ranch is perfect for group trips, Family vacation, or a simple weekend get away. It’s spacious, very welcom ...
From $150 per night (USD)
VRBO
From $218 per night (USD)
Expedia
Pet & family friendly 4 bedroom home w gas fireplace
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
**Need something you don't see? Message us- we're happy to accommodate!** Centrally located with a fully equipped kitch ...
From $218 per night (USD)
Expedia
$Very Decent 4 bedroom \/ 2 full bath. Located within the heart of the City.$
From $130 per night (USD)
VRBO
Very Decent 4 bedroom \/ 2 full bath. Located within the heart of the City.
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
This is a peaceful, centralized, greatly furnished family sized home located in a highly sought-after community in the h ...
From $130 per night (USD)
VRBO
From $195 per night (USD)
VRBO
Cozy Center Coastal Getaway! Close to Beaches, Bases and Hospitals.
Bedrooms:
3
Bathrooms:
2
Sleeps:
5
This charming 2 master bedroom 2.5 bathroom townhome is nestled in the historic town of Chesapeake just minutes from maj ...
From $195 per night (USD)
VRBO
$Spacious Chesapeake Home w\/ Pool Table!$
From $414 per night (USD)
VRBO
Spacious Chesapeake Home w\/ Pool Table!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Venture out to Virginia and stay at this centrally located Chesapeake home near Elizabeth River. This 4-bedroom, 3-bath ...
From $414 per night (USD)
VRBO
Click For Pricing
Expedia
Quiet and relaxing by Norfolk State University downtown Norfolk access to train
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Beautiful home in quiet Ingleside neighborhood located near 15 minutes to Beach, Airport, Malls and Downtown Norfolk. H ...
Click For Pricing
Expedia
Click For Pricing
VRBO
Quiet Gem Located Near Casino! Family-sized unit -
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Quiet gem in the heart of Churchland. Located in Portsmouth, Virginia this newly renovated 3 bedroom 1.5 bath home is re ...
Click For Pricing
VRBO
$Dream Haven - 2BR\/2BA - free parking on premises.$
From $114 per night (USD)
Expedia
Dream Haven - 2BR\/2BA - free parking on premises.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to this stylish two-bedroom, two-bath apartment in Chesapeake, VA, perfect for executive trips. Located just off ...
From $114 per night (USD)
Expedia
From $262 per night (USD)
VRBO
Spacious tranquil 4 bedroom family home near everything
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Enjoy you stay in four large bedroom, Two and half bath, dining room, eat-in kitchen, extra large bonus room and large f ...
From $262 per night (USD)
VRBO
From $218 per night (USD)
Expedia
Portsmouth Vacation Rental: Near Parks & Golf
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Make the most of your Portsmouth experience when you book a stay at this charming 3-bedroom, 2-bath home! With close pro ...
From $218 per night (USD)
Expedia
From $233 per night (USD)
VRBO
Beautifully appointed, spacious ranch style home located in Greenbrier!
Bedrooms:
3
Bathrooms:
3
Sleeps:
2
Your group will enjoy the convenience of being centrally located in the Greenbrier area of Chesapeake in this well appoi ...
From $233 per night (USD)
VRBO
From $260 per night (USD)
Expedia
Love Boat Adventurer
Bedrooms:
1
Bathrooms:
2
Sleeps:
2
Very quiet and secluded space to connect, reconnect or rekindle with a lover or old flame. Inspiring and romantic date n ...
From $260 per night (USD)
Expedia
From $283 per night (USD)
VRBO
Beautiful 4bedroom vacation pool home, where relaxation & indulgence intertwine.
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
As you step into this enchanting haven, you'll be greeted by a spacious open-concept living area, elegantly designed to ...
From $283 per night (USD)
VRBO
From $255 per night (USD)
VRBO
Fully renovated and Modernized home in Chesapeake
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Book today and you will not be disappointed! Everything in home has been updated. New flooring and carpet throughout hou ...
From $255 per night (USD)
VRBO
From $752 per night (USD)
VRBO
Ultimate Vacation Home
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Welcome to this stunning modern vacation home, where sleek design meets ultimate comfort. Step outside onto the expansiv ...
From $752 per night (USD)
VRBO
From $194 per night (USD)
VRBO
Come enjoy 3bd/2.5 Ba home with full deck, grill, games & Inflatable hot tub.
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Come relax and enjoy our 3bdrm 2.5 half bath with full patio and Inflatable hot tub. Up to 12 guest permitted during st ...
From $194 per night (USD)
VRBO
From $355 per night (USD)
VRBO
Wooded Wonderland
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Make yourself at home! This property offers a warm and welcoming environment for guest, located in a quiet and establish ...
From $355 per night (USD)
VRBO
$Lakefront Chesapeake Retreat w\/ Hot Tub!$
Click For Pricing
Expedia
Lakefront Chesapeake Retreat w\/ Hot Tub!
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
A peaceful family getaway awaits at this impressive Chesapeake vacation rental! From the expansive 2-story deck to the s ...
Click For Pricing
Expedia
From $186 per night (USD)
VRBO
"Hidden Gem overlooking "Coffee Shop" 20 mins from Beach-Pet Friendly
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Hidden Oasis 1bd/1ba! a place of pleasant relief with ocean feels brought to you. Our space offers a Queen size bed alon ...
From $186 per night (USD)
VRBO
From $110 per night (USD)
VRBO
Country Escape Next DOOR Rental - Sleeps 6 - Stay upstairs in the trees
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
Take it easy at this unique and tranquil getaway in the country! This 1100sf rental is above a four car garage in the ba ...
From $110 per night (USD)
VRBO
From $225 per night (USD)
VRBO
Rural Tiny House in the Edge Of the Woods
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Self Check-in, King size bed, Tiny House on the corner of a 10 Acre Property with a few Angus Cows. The hosting family h ...
From $225 per night (USD)
VRBO
From $142 per night (USD)
VRBO
Private, Spacious Studio Apartment, Bathroom
Bedrooms:
1
Bathrooms:
0
Sleeps:
0
Spacious Studio Apartment, King Size Bed, Sofa Bed, + 2 Air Mattresses, New Construction, Natural Light, Second Floor ...
From $142 per night (USD)
VRBO
Click For Pricing
VRBO
Centrally located 3 BR home, Dog friendly with large backyard!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to our spacious, centrally located 3 BR home. Only minutes away from the interstate, for easy access to get arou ...
Click For Pricing
VRBO
From $80 per night (USD)
VRBO
🎉FRESHLY RENOVATED 2 BEDROOM DUPLEX🌄
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
*Newly Renovated "Over & Under Duplex" In a very quiet peaceful & highly sought after neighborhood In Chesapeake. *This ...
From $80 per night (USD)
VRBO
From $80 per night (USD)
VRBO
🎉NEWLY REMODELED 2 BEDROOM DUPLEX🏡
Bedrooms:
1
Bathrooms:
2
Sleeps:
3
*Newly Remodeled "Over & Under Duplex" In a very quiet peaceful & highly sought after neighborhood In Chesapeake. *This ...
From $80 per night (USD)
VRBO
From $180 per night (USD)
VRBO
Cozy New Build on a private street near the downtown Norfolk and Greenbrier.
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Beautifully decorated and quaint house near downtown Norfolk. Located just 5 minutes from highways 464, 264 and 64 and f ...
From $180 per night (USD)
VRBO
Click For Pricing
VRBO
Modern Apartment in Prime Location (ID1380X852)
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Cottage Trails at Culpepper Landing is a charming property where Landing offers fully furnished 1-bedroom, 2-bedroom, an ...
Click For Pricing
VRBO
Click For Pricing
Expedia
Modern Apartment in Prime Location (ID4693X56)
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Park 216 Apartments is a desirable property where Landing offers fully furnished 1-bedroom and 2-bedroom apartments stoc ...
Click For Pricing
Expedia
From $265 per night (USD)
VRBO
Escape to Tranquility: Experience the Best of Norfolk at Our Enchanting BnB!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Unforgettable Getaways Await: Couples @ The Cove Bed and Breakfast in Norfolk, VA, offers a Blissful Haven for Couples! ...
From $265 per night (USD)
VRBO
From $129 per night (USD)
VRBO
Luxury Gem in Western Branch!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Enjoy this Luxury Gem in Western Branch. Come to work, vaca or play and stay and relax in this cozy cute condo. This 2-B ...
From $129 per night (USD)
VRBO
From $110 per night (USD)
VRBO
2BR Condo in Chesapeake - Western Branch
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Come relax and enjoy this cozy stylish newly renovated smart home. This home includes two bedrooms and one bathroom with ...
From $110 per night (USD)
VRBO
From $308 per night (USD)
Expedia
Chesapeake Vacation Rental ~ 9 Mi to Norfolk!
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
Easily explore Chesapeake and beyond with this charming Virginia vacation rental as your home base! The 4-bedroom, 3-bat ...
From $308 per night (USD)
Expedia
From $130 per night (USD)
VRBO
HUGE Studio, Dog Friendly, Centrally Located
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Your family will be close to everything when you stay at this centrally-located place. This house is located in the hear ...
From $130 per night (USD)
VRBO
Click For Pricing
Expedia
Modern Apartment in Prime Location (ID1388X013)
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Cottage Trails at Culpepper Landing is a centrally located property where Landing offers fully furnished 1-bedroom, 2-be ...
Click For Pricing
Expedia
$Experience Chesapeake Your Way and Relax with Golf\nEntire home$
From $182 per night (USD)
VRBO
Experience Chesapeake Your Way and Relax with Golf\nEntire home
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Bring the whole family to this great place with lots of room for fun. Kick back and relax in this Spacious and stylish s ...
From $182 per night (USD)
VRBO
From $159 per night (USD)
Expedia
GreenCharm - King Suite, 3BR, 4TVs- 30Day discount
Bedrooms:
1
Bathrooms:
3
Sleeps:
12
Welcome to our cozy 3-bedroom, 1-bath home in beautiful Chesapeake, Virginia! We're excited to host you and provide you ...
From $159 per night (USD)
Expedia
Click For Pricing
VRBO
Modern Apartment in Prime Location (ID9363X33)
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Hideaway at Greenbrier Luxury Apartment Homes is a bustling property where Landing offers fully furnished 1-bedroom, 2-b ...
Click For Pricing
VRBO
Click For Pricing
Expedia
Cozy and comfortable retreat minutes away from local events,casino,beaches,etc.
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Friendly and cozy minutes away from the casino and beaches. There are indoor and outdoor activities and events in this c ...
Click For Pricing
Expedia
From $129 per night (USD)
VRBO
HY - King Suite, 4Tvs, Wi-Fi, 3BR, 30 day discount
Bedrooms:
1
Bathrooms:
3
Sleeps:
12
Welcome to our inviting 3-bedroom, 1-bath home in Chesapeake, Virginia. Your stay promises comfort and entertainment wit ...
From $129 per night (USD)
VRBO
$Strawberry Acres\n$
Click For Pricing
Expedia
Strawberry Acres\n
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Quiet, cozy rental perfect for traveling professionals. Fully furnished private room with keypad security for additional ...
Click For Pricing
Expedia
$Elizabeth River Main Suite\n$
Click For Pricing
VRBO
Elizabeth River Main Suite\n
Bedrooms:
4
Bathrooms:
7
Sleeps:
22
This is a million waterfront isting centrally located nearby mall, beach, River Casino, Norfolk Zoo and Norfolk & Portsm ...
Click For Pricing
VRBO
$Elizabeth River Suite B\n$
Click For Pricing
VRBO
Elizabeth River Suite B\n
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
This is a million waterfront listing centrally located nearby mall, beach, River Casino, Norfolk Zoo and Norfolk & Ports ...
Click For Pricing
VRBO
$Elizabeth River Suite A\n$
Click For Pricing
VRBO
Elizabeth River Suite A\n
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
This is a million waterfront isting centrally located nearby mall, beach, River Casino, Norfolk Zoo and Norfolk & Portsm ...
Click For Pricing
VRBO
Click For Pricing
Expedia
Foxwell River Lodge S
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: Enjoy a relaxing beach vacation in the 600 sq ft Suite A on the 1st floor of the Foxwell River Lodge in Norfolk ...
Click For Pricing
Expedia
From $379 per night (USD)
VRBO
Luxury Home close to Rivers Casino and Va Beach!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
This 3 story condo is a stylish place to stay and is perfect for group trips. Only 12 minutes away from Rivers Casino. 2 ...
From $379 per night (USD)
VRBO
From $271 per night (USD)
Expedia
Townhome Newly renovated in GreatBridge, Chesapeake, ⭐️⭐️⭐️⭐️⭐️ on another site
Bedrooms:
3
Bathrooms:
3
Sleeps:
5
Enjoy a great experience in this newly renovated home in a wonderful family friendly neighborhood. Just a 20-30 min dri ...
From $271 per night (USD)
Expedia
From $250 per night (USD)
VRBO
Historical section of Chesapeake. Propertie nice and groomed quiet neighborhood.
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Convenient location to Norfolk waterside.20 minutes from Virginia Beach oceanfront . Free curbside parking. Nice and cle ...
From $250 per night (USD)
VRBO
Click For Pricing
Expedia
A place to stay with a full gym in Chesapeake
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
About this place Relax in this clean newly remodeled, spacious and stylish condo. This room is open to natural light. Fa ...
Click For Pricing
Expedia
From $38 per night (USD)
VRBO
Home Away from Home - One bedroom + personal living room and bathroom
Bedrooms:
1
Bathrooms:
1
Sleeps:
1
Our home is tucked away in a lovely, safe community in Deep Creek Chesapeake. It's a spacious 3900 sq ft with three floo ...
From $38 per night (USD)
VRBO
From $90 per night (USD)
VRBO
Modern History Lion Dynasty Unit 1
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to our charming historical retreat in the heart of Virginia! This cozy and comfortable our home is the perfect p ...
From $90 per night (USD)
VRBO
$Southern Charm Warm and Welcome\nEntire home hosted by Annette\n4 guests$
From $125 per night (USD)
VRBO
Southern Charm Warm and Welcome\nEntire home hosted by Annette\n4 guests
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Super comfy and clean. Bring your food and clothes! The rest is here. Enjoy 2 bedrooms . 1 King and 1 Queen beds Work sp ...
From $125 per night (USD)
VRBO
$HOME AWAY FROM HOME\n$
From $125 per night (USD)
VRBO
HOME AWAY FROM HOME\n
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Just imagine … Coming to a home miles away from yours, to get the feeling of home but even more unique! This home will ...
From $125 per night (USD)
VRBO
From $1324 per night (USD)
VRBO
Entire Home on Crystal Lake
Bedrooms:
6
Bathrooms:
6
Sleeps:
6
Welcome to Cavalier Manor on Crystal Lake! Live opulently in this professionally curated estate - start off your day enj ...
From $1324 per night (USD)
VRBO
From $1344 per night (USD)
VRBO
Cavalier Manor: Pool, Luxury Home, & Scenic Views
Bedrooms:
5
Bathrooms:
5
Sleeps:
15
Escape to the Cavalier Manor, a luxurious 6,000 sq. ft. estate where elegance and relaxation converge. Start your day wi ...
From $1344 per night (USD)
VRBO

Search Your Destination Now!

Chesapeake Rentals

Rental Rates ($USD weekly)

Guests

Check Rates & Availability:

Results: 109 Rentals