
Holiday rentals near Chesapeake Golf Club
We found 1,106 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:7 Nov - 14 Nov
Image gallery for *20% OFF Newly Remodeled #4* 5min walk to the Beach, Amazing Virginia Pro Host.

9.09.0 out of 10 rating
Wonderful
(17 reviews)
*20% OFF Newly Remodeled #4* 5min walk to the Beach, Amazing Virginia Pro Host.
Norfolk, VA
9% off
Price is S$2,593
S$2,593
S$370 per night
includes taxes & fees
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 S$4,262
S$4,262
S$609 per night
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 S$4,963
S$4,963
S$709 per night
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 S$2,114
S$2,114
S$302 per night
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
19% off
Price is S$16,676
S$16,676
S$2,382 per night
includes taxes & fees
Image gallery for Historic Old Towne Southern Charm

9.69.6 out of 10 rating
Exceptional
(21 reviews)
Historic Old Towne Southern Charm
Portsmouth, VA
10% off
Price is S$1,514
S$1,514
S$216 per night
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 S$2,440
S$2,440
S$349 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
(24 reviews)
Historic Olde Towne 2 Bedroom 1 Bath 1100sq ft Vacation Rental
Portsmouth, VA
6% off
Price is S$1,325
S$1,325
S$189 per night
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 S$8,666
S$8,666
S$1,238 per night
includes taxes & fees
Image gallery for A quiet lakeside home for family, business, or both to relax or be productive.

9.09.0 out of 10 rating
Wonderful
(6 reviews)
A quiet lakeside home for family, business, or both to relax or be productive.
Virginia Beach, VA
32% off
Price is S$2,888
S$2,888
S$413 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 S$3,246
S$3,246
S$464 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 S$3,218
S$3,218
S$460 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 S$3,275
S$3,275
S$468 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
(13 reviews)
The Bay and Sea out your front door! Steps from the Chesapeake Bay and ocean.
Norfolk, VA
17% off
Price is S$2,578
S$2,578
S$368 per night
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
(9 reviews)
Historic Charm With Modern Comforts & Parking Near Oceanfront and Rivers Casino
Portsmouth, VA
7% off
Price is S$3,479
S$3,479
S$497 per night
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 S$6,173
S$6,173
S$882 per night
includes taxes & fees
Image gallery for 3-bedroom home away from home in fabulous Chesapeake, Virginia.

1010 out of 10 rating
Exceptional
(31 reviews)
3-bedroom home away from home in fabulous Chesapeake, Virginia.
Chesapeake, VA
18% off
Price is S$1,747
S$1,747
S$250 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
8% off
Price is S$6,604
S$6,604
S$943 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 S$3,550
S$3,550
S$507 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 S$2,580
S$2,580
S$369 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 S$4,547
S$4,547
S$650 per night
includes taxes & fees
Image gallery for Beach Bird, Family-Friendly, 6+BR, 500' fr. beach, in-ground sports Pool, Gazebo

8.88.8 out of 10 rating
Excellent
(54 reviews)
Beach Bird, Family-Friendly, 6+BR, 500' fr. beach, in-ground sports Pool, Gazebo
Virginia Beach, VA
7% off
Price is S$10,542
S$10,542
S$1,506 per night
includes taxes & fees
Image gallery for Adorable Chesapeake Bay Beach Cottage B Just 1 Block from the Sand!

9.49.4 out of 10 rating
Exceptional
(16 reviews)
Adorable Chesapeake Bay Beach Cottage B Just 1 Block from the Sand!
Virginia Beach, VA
8% off
Price is S$5,179
S$5,179
S$740 per night
includes taxes & fees
Image gallery for It's All Good | 780 ft from the beach | Private Pool, Dog Friendly, Hot Tub

9.09.0 out of 10 rating
Wonderful
(22 reviews)
It's All Good | 780 ft from the beach | Private Pool, Dog Friendly, Hot Tub
Virginia Beach, VA
18% off
Price is S$6,030
S$6,030
S$861 per night
includes taxes & fees
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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
66 reviews(66 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)
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
8.88.8 out of 10
Excellentexcellent
60 reviews(60 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)
- 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