Hot Chesapeake Cottage Rates

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Featured Cottages in Chesapeake

Cozy Beach Cottage - Walking distance to the Beach!!

Cozy Beach Cottage - Walking distance to the Beach!!

Virginia Beach
With a stay at this cottage in Virginia Beach (Northeast Virginia Beach), you'll be within a 15-minute drive of Virginia Beach Boardwalk and First Landing State ...
Opens in a new windowCozy Beach Cottage - Walking distance to the Beach!!
Charming Beach Cottage Only 100 yds from the beach

Charming Beach Cottage Only 100 yds from the beach

Virginia Beach
With a stay at this cottage in Virginia Beach (Northeast Virginia Beach), you'll be a 4-minute walk from First Landing State Park and within a 5-minute drive ...
Opens in a new windowCharming Beach Cottage Only 100 yds from the beach
The Surf Shack H2O! Radiant Rich Sunsets From Back Back Bay to Sandbridge Beach!

The Surf Shack H2O! Radiant Rich Sunsets From Back Back Bay to Sandbridge Beach!

Virginia Beach
Located in Virginia Beach (Sandbridge), this cottage is a 4-minute walk from Sandbridge Beach and within a 5-minute drive of False Cape Beach.
Opens in a new windowThe Surf Shack H2O! Radiant Rich Sunsets From Back Back Bay to Sandbridge Beach!
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Shore Relaxing ocean views and wild horses Farm house cottage dog friendly

Shore Relaxing ocean views and wild horses Farm house cottage dog friendly

Corolla
With a stay at this cottage in Corolla, you'll be by the sea, within a 10-minute drive of Outer Banks Beaches and Currituck National Wildlife Refuge.
Opens in a new windowShore Relaxing ocean views and wild horses Farm house cottage dog friendly
Manor and Mutts #2 - Beach Front, Pet Friendly, High Speed WiFi

Manor and Mutts #2 - Beach Front, Pet Friendly, High Speed WiFi

Norfolk
This beach cottage is 6 mi (9.6 km) from Naval Station Norfolk and 9.5 mi (15.3 km) from Old Dominion University.
Opens in a new windowManor and Mutts #2 - Beach Front, Pet Friendly, High Speed WiFi
Beautiful Waterfront Vacation Rental on the Currituck Sound

Beautiful Waterfront Vacation Rental on the Currituck Sound

Currituck
Located in Currituck, this cottage is by the ocean, within a 15-minute drive of Bell Island and Historic Currituck County Court House.
Opens in a new windowBeautiful Waterfront Vacation Rental on the Currituck Sound
Cozy Mother-in-Law Suite

Cozy Mother-in-Law Suite

Norfolk
With a stay at this cottage in Norfolk (East Ocean View), you'll be within a 15-minute drive of Naval Station Norfolk and Norfolk State University.
Opens in a new windowCozy Mother-in-Law Suite
Sunsets | Beach + Pool + Pickleball | Pet Friendly

Sunsets | Beach + Pool + Pickleball | Pet Friendly

Virginia Beach
With a stay at this cottage in Virginia Beach (Sandbridge), you'll be within a 5-minute drive of Sandbridge Beach and False Cape Beach.
Opens in a new windowSunsets | Beach + Pool + Pickleball | Pet Friendly
Manor and Mutts #1 - Beach Front, Pet Friendly, High Speed WiFi, Private

Manor and Mutts #1 - Beach Front, Pet Friendly, High Speed WiFi, Private

Norfolk
With a stay at this cottage in Norfolk (Willoughby Spit), you'll be within a 15-minute drive of Naval Station Norfolk and Hampton University.
Opens in a new windowManor and Mutts #1 - Beach Front, Pet Friendly, High Speed WiFi, Private
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Chesapeake Budget-Friendly Cottage Accommodation

Adulting can be rough. You love your job, and your sweetheart is the best, but next time someone says “think outside the box” or “we’ll park that”, you just might throw a fit. When was the last time you had one of those really deep convos with your person, anyway? It sounds like you need a holiday, and you’ve come to the right place. Budget-friendly cottage accommodation in Chesapeake will have you feeling like your SO is the peanut butter to your jelly again in no time.

We’re not here to tell you what you want—we think you already know. You want a spot that’s totally relaxing, but still has plenty of things to do, you know, if you feel like it. You want great scenery, and you want food that’s worthy of your number one hashtag: #nomnom. Cottage getaways to Chesapeake definitely fit the bill.

Yes, the scenery is stunning, but on a romantic cottage holiday, it’s what’s inside that counts. Today’s cottages are filled with those little touches of luxury, like fine bath amenities and gourmet kitchens. You know the saying about how the way to someone’s heart is through their stomach? Don’t miss your chance to impress this holiday—even if that just means remembering their favourite wine. (Hey, that still counts!)

Before you can check out entirely, you’ve got a few last bits of adulting to take care of: pick your perfect cheap country cottage in Chesapeake, then type up that email to your boss and request your annual leave. We’re sure they’ll understand.

Chesapeake Cottages essential information

Accommodation
150 Cottages
Lowest Price
AU$94
Highest Price
AU$201
Popular accommodation
Cozy Beach Cottage - Walking distance to the Beach!!, Charming Beach Cottage Only 100 yds from the beach, The Surf Shack H2O! Radiant Rich Sunsets From Back Back Bay to Sandbridge Beach!, Shore Relaxing ocean views and wild horses Farm house cottage dog friendly, Manor and Mutts #2 - Beach Front, Pet Friendly, High Speed WiFi, Beautiful Waterfront Vacation Rental on the Currituck Sound, Cozy Mother-in-Law Suite, Sunsets | Beach + Pool + Pickleball | Pet Friendly, Manor and Mutts #1 - Beach Front, Pet Friendly, High Speed WiFi, Private

Top trending hotels in Chesapeake

STUDIOS & SUITES 4 LESS CHESAPEAKE

STUDIOS & SUITES 4 LESS CHESAPEAKE

2 out of 5
2222 S Military Hwy, Chesapeake, VA
Fully refundableReserve now, pay when you stay
The price is AU$94 per night from 16 Sept to 17 Sept
AU$94
16 Sept - 17 Sept
includes taxes & fees
Located in Chesapeake (South Norfolk), STUDIOS & SUITES 4 LESS CHESAPEAKE is within a 10-minute drive of Greenbrier Mall and Norfolk State University.
Opens in a new windowSTUDIOS & SUITES 4 LESS CHESAPEAKE
Wyndham Virginia Beach Oceanfront

Wyndham Virginia Beach Oceanfront

3 out of 5
5700 Atlantic Ave, Virginia Beach, VA
Fully refundableReserve now, pay when you stay
The price is AU$171 per night from 21 Sept to 22 Sept
AU$171
21 Sept - 22 Sept
includes taxes & fees
With a stay at Wyndham Virginia Beach Oceanfront in Virginia Beach (Northeast Virginia Beach), you'll be within a 5-minute drive of Virginia Beach Boardwalk ...
Opens in a new windowWyndham Virginia Beach Oceanfront
Schooner Inn

Schooner Inn

2 out of 5
215 Atlantic Ave, Virginia Beach, VA
Located in Virginia Beach (Northeast Virginia Beach), Schooner Inn is steps from Virginia Beach Boardwalk and a 4-minute drive from Ocean Breeze Waterpark.
Opens in a new windowSchooner Inn
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Country Inn & Suites by Radisson, Virginia Beach (Oceanfront), VA

Country Inn & Suites by Radisson, Virginia Beach (Oceanfront), VA

3 out of 5
1801 Atlantic Ave, Virginia Beach, VA
Fully refundable
The price is AU$201 per night from 28 Sept to 29 Sept
AU$201
28 Sept - 29 Sept
includes taxes & fees
With a stay at Country Inn & Suites by Radisson, Virginia Beach (Oceanfront), VA, you'll be centrally located in Virginia Beach, steps from Virginia Beach Boardwalk ...
Opens in a new windowCountry Inn & Suites by Radisson, Virginia Beach (Oceanfront), VA
Don't see what you're looking for?
See all available properties in Chesapeake
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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^Subject to availability and chosen travel dates.