Holiday rentals near Chesapeake Arboretum
We found 2,449 holiday rentals — enter your dates for availability
Select the perfect private holiday rental within close proximity to Chesapeake Arboretum. Holiday rentals offer the amenities that you expect for your stay with friends, family or just your pet, such as a hot tub and garden. You'll be sure to find a property to rent to meet everyone's needs, including options that are accessible or non-smoking.
Holiday rentals with weekly discounts - Chesapeake Arboretum
Showing deals for:31 Oct - 7 Nov
Image gallery for The Seashell Shack - Waterfront Tiny House on Back Bay
9.89.8 out of 10 rating
Exceptional
(38 reviews)
The Seashell Shack - Waterfront Tiny House on Back Bay
Virginia Beach, VA
5% off
Price is NZ$3,198
NZ$3,198
NZ$457 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
(23 reviews)
Historic Olde Towne 2 Bedroom 1 Bath 1100sq ft Vacation Rental
Portsmouth, VA
6% off
Price is NZ$1,744
NZ$1,744
NZ$249 per night
includes taxes & fees
Image gallery for Historic Old Towne Southern Charm
9.69.6 out of 10 rating
Exceptional
(20 reviews)
Historic Old Towne Southern Charm
Portsmouth, VA
10% off
Price is NZ$1,991
NZ$1,991
NZ$284 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
(16 reviews)
*20% OFF Newly Remodeled #4* 5min walk to the Beach, Amazing Virginia Pro Host.
Norfolk, VA
9% off
Price is NZ$3,414
NZ$3,414
NZ$488 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 NZ$4,578
NZ$4,578
NZ$654 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 NZ$6,493
NZ$6,493
NZ$928 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$7,934
NZ$7,934
NZ$1,133 per night
includes taxes & fees
Image gallery for Peaceful Paradise 🏝️
9.69.6 out of 10 rating
Exceptional
(41 reviews)
Peaceful Paradise 🏝️
Virginia Beach, VA
15% off
Price is NZ$6,276
NZ$6,276
NZ$897 per night
includes taxes & fees
Image gallery for Beautiful home in Chesapeake
9.89.8 out of 10 rating
Exceptional
(8 reviews)
Beautiful home in Chesapeake
Chesapeake, VA
14% off
Price is NZ$3,054
NZ$3,054
NZ$436 per night
includes taxes & fees
Image gallery for Ocean and Bay views! Local Owner, Family Operated
1010 out of 10 rating
Exceptional
(84 reviews)
Ocean and Bay views! Local Owner, Family Operated
Virginia Beach, VA
8% off
Price is NZ$4,133
NZ$4,133
NZ$590 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 NZ$3,790
NZ$3,790
NZ$541 per night
includes taxes & fees
Image gallery for Sandbridge 3bd with stunning Bay views! Beach front complex!
9.69.6 out of 10 rating
Exceptional
(40 reviews)
Sandbridge 3bd with stunning Bay views! Beach front complex!
Virginia Beach, VA
8% off
Price is NZ$3,935
NZ$3,935
NZ$562 per night
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
(167 reviews)
The Seahorse Beach Equestrian Property BABY HORSES ON SITE SUMMER 2024! TWINS!!!
Virginia Beach, VA
7% off
Price is NZ$4,528
NZ$4,528
NZ$647 per night
includes taxes & fees
Image gallery for Cozy & Clean Norfolk Cottage- Fenced Yard for Dogs
1010 out of 10 rating
Exceptional
(23 reviews)
Cozy & Clean Norfolk Cottage- Fenced Yard for Dogs
Norfolk, VA
7% off
Price is NZ$2,484
NZ$2,484
NZ$355 per night
includes taxes & fees
Image gallery for Live the "Life on a Sandbar" in a beachfront bungalow! with ODU Football Tickets
1010 out of 10 rating
Exceptional
(203 reviews)
Live the "Life on a Sandbar" in a beachfront bungalow! with ODU Football Tickets
Norfolk, VA
7% off
Price is NZ$4,094
NZ$4,094
NZ$585 per night
includes taxes & fees
Image gallery for Vitamin Sea | 540 ft from the beach | Private Pool, Dog Friendly
8.68.6 out of 10 rating
Excellent
(22 reviews)
Vitamin Sea | 540 ft from the beach | Private Pool, Dog Friendly
Virginia Beach, VA
17% off
Price is NZ$5,650
NZ$5,650
NZ$807 per night
includes taxes & fees
Image gallery for North End Beach Cottage Apartment - One block from beach
1010 out of 10 rating
Exceptional
(107 reviews)
North End Beach Cottage Apartment - One block from beach
Virginia Beach, VA
6% off
Price is NZ$2,258
NZ$2,258
NZ$323 per night
includes taxes & fees
Image gallery for GREAT HOUSE ON LITTLE BAY WITH PIER
9.89.8 out of 10 rating
Exceptional
(100 reviews)
GREAT HOUSE ON LITTLE BAY WITH PIER
Norfolk, VA
6% off
Price is NZ$3,794
NZ$3,794
NZ$542 per night
includes taxes & fees
Image gallery for Breathtaking Ocean views at Pinch Me! 8bdrm, 6bath, private pool!
1010 out of 10 rating
Exceptional
(151 reviews)
Breathtaking Ocean views at Pinch Me! 8bdrm, 6bath, private pool!
Virginia Beach, VA
7% off
Price is NZ$10,182
NZ$10,182
NZ$1,455 per night
includes taxes & fees
Image gallery for Spacious tranquil 4 bedroom family home near everything
9.09.0 out of 10 rating
Wonderful
(17 reviews)
Spacious tranquil 4 bedroom family home near everything
Chesapeake, VA
8% off
Price is NZ$4,004
NZ$4,004
NZ$572 per night
includes taxes & fees
Image gallery for The Art Door only minutes from beach
9.69.6 out of 10 rating
Exceptional
(83 reviews)
The Art Door only minutes from beach
Virginia Beach, VA
9% off
Price is NZ$1,737
NZ$1,737
NZ$248 per night
includes taxes & fees
Image gallery for Beach Getaway 5 Mins from Beach
1010 out of 10 rating
Exceptional
(13 reviews)
Beach Getaway 5 Mins from Beach
Virginia Beach, VA
11% off
Price is NZ$3,251
NZ$3,251
NZ$464 per night
includes taxes & fees
Image gallery for Cozy Dog Friendly Beach House -WALK to Beach, State Park, Restaurants and More!
9.89.8 out of 10 rating
Exceptional
(78 reviews)
Cozy Dog Friendly Beach House -WALK to Beach, State Park, Restaurants and More!
Virginia Beach, VA
7% off
Price is NZ$5,983
NZ$5,983
NZ$855 per night
includes taxes & fees
Image gallery for Captain's Quarters Beach Rental lot 200
9.69.6 out of 10 rating
Exceptional
(22 reviews)
Captain's Quarters Beach Rental lot 200
Virginia Beach, VA
7% off
Price is NZ$3,271
NZ$3,271
NZ$467 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Chesapeake Arboretum
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
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
59 reviews(59 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 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)
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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