Chesapeake Cottages

A golf course, a large building complex, and a marina by a river.

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Our top choices for Chesapeake cottages

A patio with a wooden table and chairs, a red door, and a wooden fence with string lights.

1. Cozy Private Cottage, Wifi, Pet Friendly & Perfect for Extended Stays!

Portsmouth

Ronnie B.

HK$2,821 total

includes taxes & fees

7 Oct - 8 Oct

A beachside seating area with a wooden pergola, a blue and green slide, and a view of the beach and ocean.

2. 902 CH Historic Carriage House 20 Steps to Beach + Hot Tub, Kayaks, Beachfront Grilling

Willoughby Spit

HK$6,787 total

includes taxes & fees

28 Oct - 29 Oct

3. 900 A Seaside 2BR Duplex Steps to Bay w/ Veranda

Willoughby Spit

HK$6,553 total

includes taxes & fees

25 Oct - 26 Oct

A two-story house with a white porch and a mailbox.

4. Norfolk Beach Cottage Rental

East Ocean View

Jessie m.

HK$3,239 total

includes taxes & fees

5 Oct - 6 Oct

A beachside seating area with a wooden deck and a view of the ocean.

5. 902.B Historical Beachfront Duplex Sauna, Fireplace Hot Tub, Beachfront Grilling & Kayaks

Willoughby Spit

HK$6,679 total

includes taxes & fees

27 Oct - 28 Oct

A single-story house with a front porch, a garage, and a well-maintained lawn.

6. Steps to the Ocean! Family and Dog Friendly North End Cottage w/ Rsrv Parking

Northeast Virginia Beach

Robert F.

A two-story house with a front porch, a garage, and a small deck.

7. 508 A The Shore Break Cottage

Northeast Virginia Beach

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Top Chesapeake Hotel Reviews

Schooner Inn

8/10 Good

"Nice location at the end of the boardwalk. The climate control system would not allow us to increase the temperature to a comfortable level for the evening. It would not go over 68.5 degrees. Otherwise very pleased with the stay."

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

10/10 Excellent

"Welcome to the Neptune Festival during a Nor Easter… lol, no one controls the weather but the room is beautifully situated with a view of rough seas, walking distance to everything. The staff were great at check in, the room is clean, well laid out and breakfast is yet to be decided but it is early, 5am to 9am. If people had decorum of any kind the weed smoking would be better managed but really in the world today who cares about others… RIGHT!!! Nothing staff can do and that’s okay… Our room smells fine it’s the idiots above us and the wind lowing it to us. The hotel is in a great location. Great stay, highly recommend."

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