Holiday rentals near Chesapeake Golf Club
We found 1,105 holiday rentals — enter your dates for availability
Choose the perfect private holiday rental that's near Chesapeake Golf Club. Holiday homes offer the best amenities for you and your friends, family or even pets, such as Wi-Fi and a washer and dryer. No matter what you're looking for, you'll be sure to find a property to rent for everyone's needs, including a place that's non-smoking or offers accessibility.
Holiday rentals with weekly discounts - Chesapeake Golf 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 NZ$2,960
NZ$2,960
NZ$423 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 NZ$3,124
NZ$3,124
NZ$446 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 NZ$3,816
NZ$3,816
NZ$545 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 NZ$4,491
NZ$4,491
NZ$642 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 NZ$1,925
NZ$1,925
NZ$275 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
10% off
Price is NZ$17,206
NZ$17,206
NZ$2,458 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 NZ$10,261
NZ$10,261
NZ$1,466 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 NZ$3,961
NZ$3,961
NZ$566 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 NZ$4,168
NZ$4,168
NZ$595 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 NZ$7,971
NZ$7,971
NZ$1,139 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 NZ$6,125
NZ$6,125
NZ$875 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 NZ$4,364
NZ$4,364
NZ$623 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 NZ$3,363
NZ$3,363
NZ$480 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 NZ$3,926
NZ$3,926
NZ$561 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 NZ$1,753
NZ$1,753
NZ$250 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 NZ$1,721
NZ$1,721
NZ$246 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 NZ$3,346
NZ$3,346
NZ$478 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 NZ$4,022
NZ$4,022
NZ$575 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 NZ$5,865
NZ$5,865
NZ$838 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 NZ$4,939
NZ$4,939
NZ$706 per night
includes taxes & fees
Image gallery for Big Kitchen, Two Masters, Hot Tub, Short Walk from Croatan Beach
9.49.4 out of 10 rating
Exceptional
(92 reviews)
Big Kitchen, Two Masters, Hot Tub, Short Walk from Croatan Beach
Virginia Beach, VA
8% off
Price is NZ$9,407
NZ$9,407
NZ$1,344 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 NZ$4,949
NZ$4,949
NZ$707 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 NZ$1,520
NZ$1,520
NZ$217 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 NZ$8,152
NZ$8,152
NZ$1,165 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Chesapeake Golf 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