Artist Retreats

7 Luxury Artistic Airbnbs in Chesapeake, VA

Discover the charm of Chesapeake, Virginia, through its seven hidden gems: luxurious short-term rentals that promise a blend of tranquility and artistic flair. Each unique haven offers an exclusive experience, making your stay a trip and a journey into a world of comfort and creativity.

  1. Purple Room- Rare Luxury Suite
  2. Townhome in Convenient Location
  3. Family Friendly Townhouse
  4. 2BR-1.5 Bath Electric & Vibrant R&R Townhome
  5. Tasha’s Townhouse
  6. The Cozy Cottage Two Bedroom, King Bed House
  7. Guest Suite with Private Entrance & Bathroom

1. Purple Room- Rare Luxury Suite

  • Average Price: $86 / Night
  • Reviews: 211
  • Rating: 4.97

Discover The Purple Room, a unique AirBnB offering a memorable stay with free parking, wifi, and a kitchenette, perfectly located for beach days, dining, and exploring local culture and history, complete with local art and complimentary wine and food samples.


2. Townhome in Convenient Location

This charming townhouse features an open floor plan, three bedrooms, 2.5 baths, second-floor laundry, and a cozy, comfortable space with a serene backyard adjoining a small lake.


3. Family Friendly Townhouse

Enjoy a cozy townhouse in a family-friendly area, 20-30 minutes from NOB and Portsmouth Naval Shipyard, featuring a bright kitchen, spacious living room with a new couch and Smart TV, private backyard, large master bedroom with a tiled shower, and in-home laundry facilities.


4. 2BR-1.5 Bath Electric & Vibrant R&R Townhome

Relax in a stylish, renovated 1600 sq ft townhome featuring two bedrooms, 1.5 modern baths, a private patio, and smart home amenities. It is just minutes from dining and beaches, ensuring a comfortable and convenient stay.


5. Tasha’s Townhouse

A cozy, central townhouse in the Greenbrier area, near a park, lake, and amenities, offering quick access to highways, military bases, and downtown Portsmouth/Norfolk.


6. The Cozy Cottage Two Bedroom, King Bed House

This charming Cape Cod-style house offers a cozy, eclectic decor with a king and queen bed, smart TVs, new central heating, air conditioning, kitchen appliances, and ample parking, making it a perfect home away from home.


7. Guest Suite with Private Entrance & Bathroom

  • Average Price: $80 / Night
  • Reviews: 42
  • Rating: 4.90

Enjoy an affordable getaway in our cozy guest suite, featuring a bedroom, private bathroom, living area, kitchenette, Wi-Fi, Netflix, and free parking. Close to Chesapeake Square Mall, Town Point Park, Virginia Beach Boardwalk, and various attractions. This independent unit offers a separate entrance for privacy.


Become an Airbnb Host

Opening your home as an Airbnb host offers a unique opportunity to showcase your art and extend hospitality to travelers from around the globe. By renting out your space, you share a piece of your culture and creativity, offering guests a memorable stay while your home continues to inspire and delight, even when you’re not there.

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