
Holiday rentals with lake access in Chesapeake
Find and book unique lake access rentals on Airbnb
Top-rated rentals with lake access in Chesapeake
Guests agree: these rentals with lake access are highly rated for location, cleanliness and more.

Kingsmill 1bed/1ba on Golf Course 9th Fairway
This beautiful 1 bed-1 bath unit is a cozy 400 sq.ft. and is located in the exclusive Kingsmill neighborhood. This first floor unit offers a king-size bed with a private patio that walks out onto the 9th Fairway of the River Course at Kingsmill. You'll enjoy the luxurious full bathroom with shower/tub combination and upgraded finishes. In the bedroom, you'll also find a computer desk, an over-sized sitting chair, a mini-fridge, a microwave, a Keurig coffee maker, and 50" Roku Smart TV w cable!

Simple Southern Getaways/ 3 Blocks From Beach
Vacation Home. ☀️ Located between Chesapeake Bay and Pretty Lake inlet. Bay Lake Escape is a perfect getaway. Advertised for 6, but 4 beds and air mattress available. Bay Lake is decorated in a coastal farmhouse style. Master bedroom w/ en-suite offers a queen bed. BR2 offers a queen bed. Finally, BR3 offers a twin over full bunk bed. The living has a large sectional sofa with cable television & a queen air mattress. All bedrooms have smart TVs. Free beach 3 blocks. Simple Southern Getawayways.

Romantic Sailboat Experience + Seafood Restaurant
We can't adequately describe how romantic & carefree it feels to step aboard our sail boat. The perfect stay begins by treating yourselves to dinner at the marina's seafood restaurant, then snuggle up together on deck to watch the sunset turn the sky pink & purple. The marina atmosphere is simply magical & you'll love rocking with the gentle sway of calm waters. Come enjoy a weekend aboard this amazingly cozy & romantic sail boat. Convenient to Norfolk & Virginia Beach, the location is prime!

The Beach House walk to the beach
The Beach House sits on a lake looking out over VB oceanfront. Located in the Vibe District, a cultural hub for artists and spirits, roosters and restaurants, all within walking distance. We have a sun-room and a little deck in the front perfect for morning coffee and happy hours. The backyard is fully fenced with a deck and a gas grill. The road to the house is one-way, very private. You'll love the outdoor shower! We have a cart, 2 beach chairs and an umbrella for your walk to the beach!

Peaceful beach @Courtyard Cottage+No Cleaning Fee!
There is no congestion, crowds, or large commercial beach resorts here. Experience the exact opposite at Courtyard Cottage, steps away from a quiet, peaceful beach surrounded by sand dunes for a special getaway. A park across the street offers playgrounds and pet-friendly walks, and a local farmers' market opens from 9 a.m. to noon. Saturdays, May 4 - Nov 23. A past guest wrote, "This place brings beach home nostalgia, peace, and a time to relax". No parties, quiet hours after 10 pm.

Island Lotus Yoga & Spa
A nature lover’s dream! Waterfront, ample natural light, serene beauty, and privacy can be all yours at our charming ranch right on the bay. The bay faces east, giving you the most breathtaking views of the sunrise and moonrise. Relax in the spa, adventure on kayaks, and chill and grill over the fire-pit. You’ll also local fresh eggs, and a private yoga class. Check us out on insta @islandlotusyoga! PS we’re not actually an island. Reach us by driving through Virginia Beach!

Book a Piece of History at Kingsmill Williamsburg
Focused on providing an affordable vacation spot for those looking to make wonderful memories! BRAND NEW FLOORS! This beautiful 2-bedroom get away offers a resort vacation on a budget! At Kingsmill you are just minutes from Busch Gardens, Colonial Williamsburg, Jamestown, and much more! Enjoy a long weekend at Kingsmill and experience a historical area in comfort. Beautiful walking trails! Small Water front sanded beach area of James River within a 10 minute walk.

Ultimate Cabin Farm Stay Cape Charles
Tucked away in the woods on a historic Eastern Shore farm lies this stunning pond side Cabin just 10 mins from Cape Charles. The classic yet modern cabin is a dreamy getaway or remote work space. Wake up to the birds singing in the trees that completely surround the cabin and enjoy the deck - watching the deer and goats foraging. Take a walk on our trails, collect fresh eggs, visit Cape Charles for restaurants and shopping, and enjoy the farms’ fire pit in the evening.

Walk to beach BEAUTIFUL 2BR 1BA condo
1 block to Ocean/Boardwalk on 9th and Pacific in the heart of resort town. Beautifully furnished, 600sq ft beach-themed condo. Beds sleep 4 (1 Q, 2 Twin) and comfortable sleeper sofa adds 2 more. Also close to Convention Center, Vibe District, new Sports Complex. Perfect for family w/children or 4 adults. Free parking for 1 vehicle in front of unit. Spend a min 2 nights Sept-May and stay a week from early June to Labor Day (summers days are Sat-Sat rental).

Cozy Country Cottage
Three bedrooms, 1 bathroom house located about 45 miles to the beach, rather Outer Banks or Virginia Beach. We have a private pond located on one end of the property and the creek comes up to the other end. Great for launching your canoe or kayak there. Northwest River Marsh Game lands are located nearby. There will be free use of the boat ramp about half of mile away for your bigger water toys, hunting game lands and fishing.

Walk to beach lovely 2/2 in "Kingsmill on James"
Lovely, quiet, large ground floor 2 bdrm 2 full bath condo in "Kingsmill on the James". Beautiful tree and Audubon bird sanctuaries, trails. Condo backs to greenbelt, within walking distance to Kingsmill's beach, spa, marina, Café. **please note condo is in "Kingsmill on the James", not Kingsmill Resort...there's spa and beach access, for dogs too, but not pool... to use pool and resort, please book directly through the resort

Enjoy your little slice of heaven in Chics Beach!
4-5 min walk to Chic's beach. Avoid the crowds and live with the locals! Surrounded by amazing restaurants, bars, coffee shops, and even an urban winery. We are a convenient 15 min ride from the tourist Oceanfront but you will have plenty to do in our relaxed beach town. This is a guest apartment attached to my home .The motto of Chic's Beach is "No Bad Days". Come see for yourself!
Popular amenities for lake access rentals in Chesapeake
Lake access house rentals

The Canary Island … Keep Calm and Fish On

Tulls Bay Getaway

R & R River House

Chesapeake Haven - Relaxing Space + Lux Kitchen

Escape to the water!

The Meridian: Sunrise Escape in Hampton

Riverfront Home w/ Vintage Vibes

The Mermaids Lair 🧜♀️
Apartment rentals with lake access

Better at the Bay

The Balcony Room 1 BR - 1.5BA

Beach–Lake Boho Escape | Newly Renovated

Ocean Key 1 BD/1BA Across the Street from Beach

King bed, gated resort community, sleeps 4, pool
Lake access cottage rentals

Cozy Modern Cottage - NO shared walls!

Modernized Carriage House at 1860s Manor

"The Simple Life" Sandbridge Beach, Canal front

WaterView | Private Dock | Kayaks | Chef's Kitchen
When is the best time to visit Chesapeake?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $133 SGD | $143 SGD | $161 SGD | $183 SGD | $183 SGD | $192 SGD | $192 SGD | $183 SGD | $140 SGD | $139 SGD | $142 SGD | $152 SGD |
| Avg. temp | 6°C | 7°C | 10°C | 16°C | 20°C | 25°C | 27°C | 26°C | 23°C | 18°C | 12°C | 8°C |
Quick stats about holiday rentals with lake access in Chesapeake

Total holiday rentals
Explore 60 holiday rentals in Chesapeake

Nightly prices starting at
Chesapeake holiday rentals start at $13 SGD per night before taxes and fees

Verified guest reviews
Over 1,560 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
50 of Chesapeake holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Chesapeake rentals

4.7 Average rating
Chesapeake stays receive an average rating of 4.7 out of 5 from guests

Nearby attractions
Chesapeake’s top spots include Chrysler Museum of Art, Nauticus and Cinemark Chesapeake Square
Destinations to explore
- New York City Holiday rentals
- Washington Holiday rentals
- Jersey Shore Holiday rentals
- Myrtle Beach Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Charlotte Holiday rentals
- Outer Banks Holiday rentals
- Cape Fear River Holiday rentals
- Jersey City Holiday rentals
- Rappahannock River Holiday rentals
- James River Holiday rentals
- Mansion rentals Chesapeake
- Private suite rentals Chesapeake
- Rentals with a hot tub Chesapeake
- Rentals with breakfast Chesapeake
- Beachfront rentals Chesapeake
- Rentals with a fireplace Chesapeake
- Fitness-friendly rentals Chesapeake
- House rentals Chesapeake
- Rentals with beach access Chesapeake
- Apartment rentals Chesapeake
- Rentals with a kayak Chesapeake
- Cottage rentals Chesapeake
- Rentals with a firepit Chesapeake
- Rentals with a patio Chesapeake
- Pet-friendly rentals Chesapeake
- Townhouse rentals Chesapeake
- Family-friendly rentals Chesapeake
- Rentals with a washing machine and dryer Chesapeake
- Rentals with outdoor seating Chesapeake
- Waterfront rentals Chesapeake
- Rentals with an EV charger Chesapeake
- Beach house rentals Chesapeake
- Flat rentals Chesapeake
- Guest house rentals Chesapeake
- Rentals with pools Chesapeake
- Rentals with lake access Virginia
- Rentals with lake access United States
- Virginia Beach Oceanfront
- Busch Gardens Williamsburg
- Corolla Beach
- Carova Beach
- Water Country USA
- First Landing State Park
- Jamestown Settlement
- Buckroe Beach
- Cape Charles Beachfront
- Outlook Beach
- Norfolk Botanical Garden
- Ocean Breeze Waterpark
- Chrysler Museum of Art
- The NorVa
- Nauticus
- Currituck Beach Lighthouse
- Chrysler Hall
- First Landing Beach
- Virginia Zoological Park
- Old Dominion University
- Hampton University
- Currituck Club
- Currituck Beach
- Town Point Park




