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:3 Oct - 10 Oct
Image gallery for NEW! Residential Retreat. Located minutes to the Oceanview beach and Naval base.
9.69.6 out of 10 rating
Exceptional
(43 reviews)
NEW! Residential Retreat. Located minutes to the Oceanview beach and Naval base.
Norfolk, VA
7% off
Price is AU$2,729
AU$2,729
AU$390 per night
includes taxes & fees
Image gallery for Cozy 3-bedroom cottage - new HOT TUB, dogs OK, fenced yard
1010 out of 10 rating
Exceptional
(30 reviews)
Cozy 3-bedroom cottage - new HOT TUB, dogs OK, fenced yard
Norfolk, VA
7% off
Price is AU$2,881
AU$2,881
AU$412 per night
includes taxes & fees
Image gallery for A quiet lakeside home for family, business, or both to relax or be productive.
9.29.2 out of 10 rating
Wonderful
(5 reviews)
A quiet lakeside home for family, business, or both to relax or be productive.
Virginia Beach, VA
32% off
Price is AU$3,515
AU$3,515
AU$502 per night
includes taxes & fees
Image gallery for Historic Charm With Modern Comforts & Parking Near Oceanfront and Rivers Casino
9.89.8 out of 10 rating
Exceptional
(8 reviews)
Historic Charm With Modern Comforts & Parking Near Oceanfront and Rivers Casino
Portsmouth, VA
7% off
Price is AU$4,145
AU$4,145
AU$592 per night
includes taxes & fees
Image gallery for Country Escape Home in the Woods- Chesapeake, VA
1010 out of 10 rating
Exceptional
(15 reviews)
Country Escape Home in the Woods- Chesapeake, VA
Chesapeake, VA
7% off
Price is AU$1,810
AU$1,810
AU$259 per night
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 AU$3,654
AU$3,654
AU$522 per night
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 AU$9,562
AU$9,562
AU$1,366 per night
includes taxes & fees
Image gallery for Just Steps to the Beach!
9.89.8 out of 10 rating
Exceptional
(57 reviews)
Just Steps to the Beach!
Virginia Beach, VA
11% off
Price is AU$15,212
AU$15,212
AU$2,173 per night
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 AU$3,839
AU$3,839
AU$548 per night
includes taxes & fees
Image gallery for Convenient Beach Home, Beach Access Across Street
1010 out of 10 rating
Exceptional
(10 reviews)
Convenient Beach Home, Beach Access Across Street
Norfolk, VA
7% off
Price is AU$7,353
AU$7,353
AU$1,050 per night
includes taxes & fees
Image gallery for Peaceful Paradise 🏝️
9.69.6 out of 10 rating
Exceptional
(38 reviews)
Peaceful Paradise 🏝️
Virginia Beach, VA
15% off
Price is AU$5,655
AU$5,655
AU$808 per night
includes taxes & fees
Image gallery for Country Escape Next DOOR Rental - Sleeps 6 - Stay upstairs in the trees
1010 out of 10 rating
Exceptional
(7 reviews)
Country Escape Next DOOR Rental - Sleeps 6 - Stay upstairs in the trees
Chesapeake, VA
7% off
Price is AU$1,650
AU$1,650
AU$236 per night
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 AU$4,024
AU$4,024
AU$575 per night
includes taxes & fees
Image gallery for *20% OFF Newly Remodeled #4* 5min walk to the Beach, Amazing Virginia Pro Host.
8.88.8 out of 10 rating
Excellent
(14 reviews)
*20% OFF Newly Remodeled #4* 5min walk to the Beach, Amazing Virginia Pro Host.
Norfolk, VA
9% off
Price is AU$3,103
AU$3,103
AU$443 per night
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 AU$3,622
AU$3,622
AU$517 per night
includes taxes & fees
Image gallery for Historic Olde Towne 2 Bedroom 1 Bath 1100sq ft Vacation Rental
9.69.6 out of 10 rating
Exceptional
(22 reviews)
Historic Olde Towne 2 Bedroom 1 Bath 1100sq ft Vacation Rental
Portsmouth, VA
6% off
Price is AU$1,585
AU$1,585
AU$226 per night
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 AU$3,087
AU$3,087
AU$441 per night
includes taxes & fees
Image gallery for The Bay and Sea out your front door! Steps from the Chesapeake Bay and ocean.
1010 out of 10 rating
Exceptional
(11 reviews)
The Bay and Sea out your front door! Steps from the Chesapeake Bay and ocean.
Norfolk, VA
7% off
Price is AU$3,711
AU$3,711
AU$530 per night
includes taxes & fees
Image gallery for TennesSea | 635 ft from the beach
9.89.8 out of 10 rating
Exceptional
(21 reviews)
TennesSea | 635 ft from the beach
Virginia Beach, VA
18% off
Price is AU$5,427
AU$5,427
AU$775 per night
includes taxes & fees
Image gallery for The Anchor ⭐️ 4BR Beach House w Balcony & King Bed
9.29.2 out of 10 rating
Wonderful
(12 reviews)
The Anchor ⭐️ 4BR Beach House w Balcony & King Bed
Norfolk, VA
15% off
Price is AU$4,557
AU$4,557
AU$651 per night
includes taxes & fees
Image gallery for Guesthouse in ideal location with private entrance
1010 out of 10 rating
Exceptional
(5 reviews)
Guesthouse in ideal location with private entrance
Suffolk, VA
11% off
Price is AU$1,430
AU$1,430
AU$204 per night
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 AU$4,567
AU$4,567
AU$652 per night
includes taxes & fees
Image gallery for HUGE beach home with STUNNING views! Perfect for large families- 4 KING beds!
9.69.6 out of 10 rating
Exceptional
(63 reviews)
HUGE beach home with STUNNING views! Perfect for large families- 4 KING beds!
Norfolk, VA
7% off
Price is AU$7,521
AU$7,521
AU$1,074 per night
includes taxes & fees
Image gallery for ~Summer Fun~ at "Family Retreat by the Beach" on Willoughby Spit
9.49.4 out of 10 rating
Exceptional
(9 reviews)
~Summer Fun~ at "Family Retreat by the Beach" on Willoughby Spit
Norfolk, VA
7% off
Price is AU$3,089
AU$3,089
AU$441 per night
includes taxes & fees
Find spaces that suit your style
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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
63 reviews(63 reviews)
Cozy Frog on the Beach! 2-bedroom Efficiency w/ Beach Access, WiFi, Smart TV
Sleeps 4 · 2 bedrooms · 1 bathroom
6.06.0 out of 10
2 reviews(2 reviews)
Rustic Ocean View Beach House - BEST Location in Ocean View! 2 bed/1 bath House
Sleeps 6 · 2 bedrooms · 1 bathroom
8.88.8 out of 10
Excellentexcellent
58 reviews(58 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)
Pink Flamingo at the Beach
Sleeps 6 · 2 bedrooms · 1 bathroom
9.09.0 out of 10
Wonderfulwonderful
15 reviews(15 reviews)
Big Waterfront House on the Bay! Amazing Views, Swim Deck, Walk to Beach!
Sleeps 11 · 4 bedrooms · 3 bathrooms
6.46.4 out of 10
5 reviews(5 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