Hot Chesapeake Cottage Rates

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Featured Cottages in Chesapeake

Waterfront Willoughby Oasis

Waterfront Willoughby Oasis

Norfolk
With a stay at this cottage in Norfolk (Willoughby Spit), you'll be within a 10-minute drive of Naval Station Norfolk and Hampton University.
Waterfront Willoughby Oasis
Norfolk Beach Cottage Rental

Norfolk Beach Cottage Rental

Norfolk
The price is AU$587 per night from 7 Apr to 8 Apr
AU$587
includes taxes & fees
7 Apr - 8 Apr
With a stay at this cottage, you'll be centrally located in Norfolk, within a 15-minute drive of Naval Station Norfolk and Hampton University.
Norfolk Beach Cottage Rental
6 Block to oceanfront and in the center of the vibe district!

6 Block to oceanfront and in the center of the vibe district!

Virginia Beach
Located in Virginia Beach (Northeast Virginia Beach), this cottage is within a 15-minute walk of Virginia Beach Boardwalk and Virginia Beach Convention ...
6 Block to oceanfront and in the center of the vibe district!
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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.
Beautiful Waterfront Vacation Rental on the Currituck Sound
Sea La Vie Beach Cottage

Sea La Vie Beach Cottage

Virginia Beach
The price is AU$889 per night from 28 Apr to 29 Apr
AU$889
includes taxes & fees
28 Apr - 29 Apr
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.
Sea La Vie Beach Cottage
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 drive from Virginia Beach Boardwalk and 8 minutes from Virginia ...
Charming Beach Cottage Only 100 yds from the beach
New CANAL front home a few rows back from the OCEAN! Beach passes provided!

New CANAL front home a few rows back from the OCEAN! Beach passes provided!

Corolla
With a stay at this cottage in Corolla, you'll be within a 15-minute walk of Outer Banks Beaches and Currituck National Wildlife Refuge.
New CANAL front home a few rows back from the OCEAN! Beach passes provided!
Josies Joint-New for 2024 Newly built only 3.5 Miles off Blacktop

Josies Joint-New for 2024 Newly built only 3.5 Miles off Blacktop

Corolla
When you stay at this cottage in Corolla, you'll be by the sea, within a 10-minute walk of Outer Banks Beaches and Swan Beach.
Josies Joint-New for 2024 Newly built only 3.5 Miles off Blacktop
Shore Relaxing ocean views and wild horses Farm house style cottage dog friendly

Shore Relaxing ocean views and wild horses Farm house style 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.
Shore Relaxing ocean views and wild horses Farm house style cottage dog friendly
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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
143 Cottages
Lowest Price
AU$174
Highest Price
AU$889
Popular accommodation
Waterfront Willoughby Oasis, Norfolk Beach Cottage Rental, 6 Block to oceanfront and in the center of the vibe district!, Beautiful Waterfront Vacation Rental on the Currituck Sound, Sea La Vie Beach Cottage, Charming Beach Cottage Only 100 yds from the beach, New CANAL front home a few rows back from the OCEAN! Beach passes provided!, Josies Joint-New for 2024 Newly built only 3.5 Miles off Blacktop , Shore Relaxing ocean views and wild horses Farm house style cottage dog friendly

Top trending hotels in Chesapeake

Holiday Inn Express Chesapeake - Norfolk by IHG

Holiday Inn Express Chesapeake - Norfolk by IHG

2.5 out of 5
721 Conference Center Drive, Chesapeake, VA
Fully refundable
The price is AU$179 per night from 6 Apr to 7 Apr
AU$179
includes taxes & fees
6 Apr - 7 Apr
When you stay at Holiday Inn Express Chesapeake - Norfolk by IHG in Chesapeake, you'll be connected to the convention center, a 3-minute drive from Greenbrier ...
Holiday Inn Express Chesapeake - Norfolk by IHG
Wingate by Wyndham Chesapeake

Wingate by Wyndham Chesapeake

2.5 out of 5
817 Greenbrier Circle, Chesapeake, VA
Fully refundableReserve now, pay when you stay
The price is AU$174 per night from 1 Apr to 2 Apr
AU$174
includes taxes & fees
1 Apr - 2 Apr
When you stay at Wingate by Wyndham Chesapeake in Chesapeake, you'll be in the business district, a 4-minute drive from Greenbrier Mall and 7 minutes from Regent ...
Wingate by Wyndham Chesapeake
TRU by Hilton Chesapeake, VA

TRU by Hilton Chesapeake, VA

2.5 out of 5
1570 CROSSWAYS BLVD, Chesapeake, VA
Fully refundableReserve now, pay when you stay
The price is AU$175 per night from 6 Apr to 7 Apr
AU$175
includes taxes & fees
6 Apr - 7 Apr
With a stay at TRU by Hilton Chesapeake, VA in Chesapeake (Greenbrier East), you'll be a 2-minute drive from Greenbrier Mall and 7 minutes from Regent ...
TRU by Hilton Chesapeake, VA
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Hyatt Place Virginia Beach / Oceanfront

Hyatt Place Virginia Beach / Oceanfront

3 out of 5
3601 ATLANTIC AVENUE, 36TH AND ATLANTIC, Virginia Beach, VA
Fully refundableReserve now, pay when you stay
The price is AU$234 per night from 20 Apr to 21 Apr
AU$234
includes taxes & fees
20 Apr - 21 Apr
With a stay at Hyatt Place Virginia Beach / Oceanfront in Virginia Beach (Northeast Virginia Beach), you'll be steps from Virginia Beach Boardwalk and Pacific ...
Hyatt Place Virginia Beach / Oceanfront
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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.