Holiday rentals near Chesapeake Golf and Country Club
We found 1,078 holiday rentals — enter your dates for availability
Choose the perfect private holiday rental that's near Chesapeake Golf and Country Club. Holiday rentals provide the amenities that you need and want for your stay with friends, family or just your pet, such as Wi-Fi and a hot tub. You'll be able to choose a property to rent to meet everyone's needs, including places that are non-smoking or accessible.
Holiday rentals with weekly discounts - Chesapeake Golf and Country Club
Showing deals for:14 Nov - 21 Nov
Image gallery for Waterfront Paradise w/ Deck ~ 1/2 Mi to Beach
1010 out of 10 rating
Exceptional
(16 reviews)
Waterfront Paradise w/ Deck ~ 1/2 Mi to Beach
Norfolk, VA
10% off
Price is NZ$5,003
NZ$5,003
NZ$715 nightly
Includes taxes & fees
Image gallery for Golf course apartment
9.49.4 out of 10 rating
Exceptional
(8 reviews)
Golf course apartment
Moyock, NC
8% off
Price is NZ$2,780
NZ$2,780
NZ$397 nightly
Includes taxes & fees
Image gallery for *20% OFF Newly Remodeled #4* 5min walk to the Beach, Amazing Virginia Pro Host.
8.68.6 out of 10 rating
Excellent
(18 reviews)
*20% OFF Newly Remodeled #4* 5min walk to the Beach, Amazing Virginia Pro Host.
Norfolk, VA
9% off
Price is NZ$3,411
NZ$3,411
NZ$487 nightly
Includes taxes & fees
Image gallery for X-TA-SEA | 440 ft to the beach | Private Pool, Hot Tub, Dog-Friendly
8.08.0 out of 10 rating
Very good
(5 reviews)
X-TA-SEA | 440 ft to the beach | Private Pool, Hot Tub, Dog-Friendly
Virginia Beach, VA
19% off
Price is NZ$12,470
NZ$12,470
NZ$1,781 nightly
Includes taxes & fees
Image gallery for NEW! Residential Retreat. Located minutes to the Oceanview beach and Naval base.
9.69.6 out of 10 rating
Exceptional
(47 reviews)
NEW! Residential Retreat. Located minutes to the Oceanview beach and Naval base.
Norfolk, VA
7% off
Price is NZ$3,211
NZ$3,211
NZ$459 nightly
Includes taxes & fees
Image gallery for A Crown Jewel | Oceanfront | Private Pool, Indoor Pool, Hot Tub
9.69.6 out of 10 rating
Exceptional
(14 reviews)
A Crown Jewel | Oceanfront | Private Pool, Indoor Pool, Hot Tub
Virginia Beach, VA
20% off
Price is NZ$21,127
NZ$21,127
NZ$3,018 nightly
Includes taxes & fees
Image gallery for "Sisters Beach House" On the Chesapeake!
8.48.4 out of 10 rating
Very good
(6 reviews)
"Sisters Beach House" On the Chesapeake!
Norfolk, VA
7% off
Price is NZ$10,981
NZ$10,981
NZ$1,569 nightly
Includes taxes & fees
Image gallery for Coastal Breeze | 1890 ft to the beach | Private Pool, Hot Tub, and Dog Friendly
9.89.8 out of 10 rating
Exceptional
(6 reviews)
Coastal Breeze | 1890 ft to the beach | Private Pool, Hot Tub, and Dog Friendly
Virginia Beach, VA
18% off
Price is NZ$6,487
NZ$6,487
NZ$927 nightly
Includes taxes & fees
Image gallery for Semi-Oceanfront , Views! 5 BR Pet Friendly, Pool, Hot Tub, Location!
8.88.8 out of 10 rating
Excellent
(140 reviews)
Semi-Oceanfront , Views! 5 BR Pet Friendly, Pool, Hot Tub, Location!
Virginia Beach, VA
8% off
Price is NZ$7,212
NZ$7,212
NZ$1,030 nightly
Includes taxes & fees
Image gallery for Gorgeous Remodeled Ranch Home 10 Min from Downtown Nor & VB
1010 out of 10 rating
Exceptional
(34 reviews)
Gorgeous Remodeled Ranch Home 10 Min from Downtown Nor & VB
Norfolk, VA
7% off
Price is NZ$2,244
NZ$2,244
NZ$321 nightly
Includes taxes & fees
Image gallery for Fun Home w/ Fenced Yard Minutes to Beach! 5 BR + Dogs OK!
9.49.4 out of 10 rating
Exceptional
(15 reviews)
Fun Home w/ Fenced Yard Minutes to Beach! 5 BR + Dogs OK!
Norfolk, VA
7% off
Price is NZ$4,279
NZ$4,279
NZ$611 nightly
Includes taxes & fees
Image gallery for Smile N Wave | 287 ft from the beach | Private Pool, Hot Tub
8.88.8 out of 10 rating
Excellent
(14 reviews)
Smile N Wave | 287 ft from the beach | Private Pool, Hot Tub
Virginia Beach, VA
19% off
Price is NZ$10,538
NZ$10,538
NZ$1,505 nightly
Includes taxes & fees
Image gallery for Old Beach House Made New for Large Accommodations
9.09.0 out of 10 rating
Wonderful
(14 reviews)
Old Beach House Made New for Large Accommodations
Norfolk, VA
7% off
Price is NZ$4,113
NZ$4,113
NZ$588 nightly
Includes taxes & fees
Image gallery for Convenient Beach Home, Beach Access Across Street
1010 out of 10 rating
Exceptional
(11 reviews)
Convenient Beach Home, Beach Access Across Street
Norfolk, VA
8% off
Price is NZ$8,062
NZ$8,062
NZ$1,152 nightly
Includes taxes & fees
Image gallery for Beachfront paradise, relaxed, pet friendly
9.49.4 out of 10 rating
Exceptional
(20 reviews)
Beachfront paradise, relaxed, pet friendly
Norfolk, VA
8% off
Price is NZ$5,769
NZ$5,769
NZ$824 nightly
Includes taxes & fees
Image gallery for Historic Charm With Modern Comforts & Parking Near Oceanfront and Rivers Casino
9.69.6 out of 10 rating
Exceptional
(10 reviews)
Historic Charm With Modern Comforts & Parking Near Oceanfront and Rivers Casino
Portsmouth, VA
7% off
Price is NZ$4,574
NZ$4,574
NZ$653 nightly
Includes taxes & fees
Image gallery for Minutes to Bay Beaches and NAVY Base! LOVE this Spacious Mid-Century Ranch
9.69.6 out of 10 rating
Exceptional
(15 reviews)
Minutes to Bay Beaches and NAVY Base! LOVE this Spacious Mid-Century Ranch
Norfolk, VA
11% off
Price is NZ$3,394
NZ$3,394
NZ$485 nightly
Includes taxes & fees
Image gallery for Beautiful home in quiet beach neighborhood on canal. Five minute walk to beach.
9.89.8 out of 10 rating
Exceptional
(17 reviews)
Beautiful home in quiet beach neighborhood on canal. Five minute walk to beach.
Virginia Beach, VA
7% off
Price is NZ$6,455
NZ$6,455
NZ$922 nightly
Includes taxes & fees
Image gallery for Minutes to the Beach! 3 BR 2 BA Huge Home- Fenced Yard- Dogs OK!
9.89.8 out of 10 rating
Exceptional
(11 reviews)
Minutes to the Beach! 3 BR 2 BA Huge Home- Fenced Yard- Dogs OK!
Norfolk, VA
7% off
Price is NZ$3,855
NZ$3,855
NZ$551 nightly
Includes taxes & fees
Image gallery for The Seahorse Beach Equestrian Property BABY HORSES ON SITE SUMMER 2024! TWINS!!!
9.89.8 out of 10 rating
Exceptional
(168 reviews)
The Seahorse Beach Equestrian Property BABY HORSES ON SITE SUMMER 2024! TWINS!!!
Virginia Beach, VA
7% off
Price is NZ$4,572
NZ$4,572
NZ$653 nightly
Includes taxes & fees
Image gallery for Peaceful Paradise 🏝️
9.69.6 out of 10 rating
Exceptional
(42 reviews)
Peaceful Paradise 🏝️
Virginia Beach, VA
15% off
Price is NZ$6,271
NZ$6,271
NZ$896 nightly
Includes taxes & fees
Image gallery for Bay Dreaming | 3010 ft from the beach | Dog Friendly, Private Pool
8.68.6 out of 10 rating
Excellent
(22 reviews)
Bay Dreaming | 3010 ft from the beach | Dog Friendly, Private Pool
Virginia Beach, VA
18% off
Price is NZ$5,528
NZ$5,528
NZ$790 nightly
Includes taxes & fees
Image gallery for Lovely Family Friendly Home close to Town Center
9.29.2 out of 10 rating
Wonderful
(7 reviews)
Lovely Family Friendly Home close to Town Center
Virginia Beach, VA
7% off
Price is NZ$4,582
NZ$4,582
NZ$655 nightly
Includes taxes & fees
Image gallery for Bright and spacious 4BR, 2.5Bath-Pets welcome
9.69.6 out of 10 rating
Exceptional
(15 reviews)
Bright and spacious 4BR, 2.5Bath-Pets welcome
Norfolk, VA
7% off
Price is NZ$4,478
NZ$4,478
NZ$640 nightly
Includes taxes & fees
Find spaces that suit your style
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Cottage
Villa
Chalet
Find the best place to stay - Chesapeake Golf and Country Club
Cozy Historic Beach House only Steps Away from Beach and Fishing Pier!
Sleeps 6 · 2 bedrooms · 1 bathroom
9.09.0 out of 10
Wonderfulwonderful
67 reviews(67 reviews)
Cozy Suite at the Beach
Sleeps 3 · 1 bedroom · 1 bathroom
8.48.4 out of 10
Very goodvery good
59 reviews(59 reviews)
Cozy Frog on the Beach! 2-bedroom Efficiency w/ Beach Access, WiFi, Smart TV
Sleeps 4 · 2 bedrooms · 1 bathroom
7.47.4 out of 10
Goodgood
3 reviews(3 reviews)
Rustic Beach Front Apartment - Cozy, Rustic and On the Beach! - 2 BR/1 Bath
Sleeps 5 · 2 bedrooms · 1 bathroom
8.48.4 out of 10
Very goodvery good
44 reviews(44 reviews)
Big Waterfront House on the Bay! Amazing Views, Swim Deck, Walk to Beach!
Sleeps 11 · 4 bedrooms · 3 bathrooms
7.27.2 out of 10
Goodgood
7 reviews(7 reviews)
Rustic Ocean View Beach House - BEST Location in Ocean View! 2 bed/1 bath House
Sleeps 6 · 2 bedrooms · 1 bathroom
9.09.0 out of 10
Wonderfulwonderful
62 reviews(62 reviews)
Peace of mindOur Book with Confidence guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value