Holiday houses in Townsend

Farm stay in Cape Charles

5 out of 5 average rating, 384 reviews

Private Guesthouse on Secluded Waterfront Farm

Just 5 miles from Cape Charles and 30 minutes from Virginia Beach, our contemporary Guesthouse gives you the peace and solitude characteristic of the Eastern Shore along with the convenience of being close to town. Our twenty acre waterfront farm, home to both a Vineyard and an Oyster Farm, has plenty of nearby walking or biking and a dock on a secluded arm of the Chesapeake Bay. Our farm is perfect for solo travelers, couples or small families looking for a memorable trip to the Eastern Shore.

4.93 out of 5 average rating, 245 reviews

Loft in Cape Charles

The Cheriton Loft

Located in the heart of Cheriton, The Loft is a bright and sunny apartment. It is perfect for a couple and one child, three friends or one person. Cheriton is an up and coming village which is home to several galleries and an art center. It is less than 4 miles to the charming town and beach of Cape Charles, 3 miles to Oyster Boat Landing and 8 miles to Kiptopeke State Park. The apartment is owned and decorated by"The Sheep Lady", a local painter, illustrator and writer of children's books.

Townhouse in Cape Charles

4.95 out of 5 average rating, 146 reviews

3 Blocks to Beach, Fenced Backyard, Pet Friendly!

Welcome to Peach Haven, a newly renovated duplex in the Cape Charles historic district. Just 1 block from the park and 3 blocks from the beach, it's the ideal base for your Cape Charles escape. This pet-friendly rental sleeps five guests comfortably with a master bedroom (queen bed) and a second bedroom with a custom-made full-over-full bunkbed. The house has been thoughtfully stocked with everything you'll need for a comfortable stay. Need more space? Ask about renting the other side, too!

Tiny home in Cape Charles

4.89 out of 5 average rating, 125 reviews

Summer Camp Tiny Cottage Walk to the beach & shops

LAST OPEN SUMMER DATES: 7/30, 8/3-10 + 8/14-22 At less than 470 sq feet, this 1920s house is super fun & ready to be enjoyed for a couples, friends, and small families! • King sized bed with smart tv on the first floor • Two twin beds in a cozy sleeping loft • Small kitchen with propane stove, Nespresso maker & living space with a smart tv • Patio w/ charcoal grill, solo stove, & dining table • Paddle board & floats Please read through our totally honest disclaimer below!

Tiny home in Cape Charles

4.98 out of 5 average rating, 317 reviews

The Laughing King Retreat Honeymoon Island Cottage

Honeymoon Island Cottage is an adults-only lodging experience like no other. You and your guest will stay in a charming tiny farmhouse that is located just steps from the Chesapeake Bay on a USDA certified organic farm. Enjoy access to a private saltwater pool, private beach, Chesapeake Bay water access for boating, swimming, paddleboarding, fishing or just soaking, dig for clams, collect wild oysters, or just sit and marvel at the beauty. We look forward to welcoming you.

4.96 out of 5 average rating, 176 reviews

Cabin in Cape Charles

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.

4.96 out of 5 average rating, 123 reviews

Home in Gloucester Point

Charming coastal home w/ outdoor area and river views

Tucked away at the end of a quiet road, our home welcomes you. This spacious, thoughtfully designed 1 BR/1.5 BA home on 4 acres is ideal for those looking to relax and get away from it all while still being just minutes away from some of the areas best dining and attractions. Whether you want to watch the sun rise over the York River, spend the day exploring the historic triangle, or just take it easy around the house and enjoy the outdoor area, the choice is yours.

4.94 out of 5 average rating, 525 reviews

Guesthouse in Saluda

Wooded Cabin retreat on fresh water pond

If your looking for a quiet place in a wooded setting, this is it. Cabin has view of private 7.5 acre pond, deck and walking trail to the scenic Dragon Run, with canoe portage. You are welcome to bring your canoe/kayak. Bird watchers, wildflower enthusiasts will enjoy what the Dragon Run has to offer. If shopping or history is your interest, this cabin is only 45 min away from Williamsburg, and will give you a place to relax. This is a pet friendly cabin.

4.96 out of 5 average rating, 253 reviews

Steps to the Sea at Salt Box

Escape to The Salt Box, a charming 1915 duplex just one block from the beach in the heart of Cape Charles' Historic District. This cozy, private retreat sits on a peaceful, tree-lined street and is a short stroll to the beach, pier, shops, restaurants, and more! Check out our local Guidebooks or text us anytime—we're happy to share our favorite local spots! Looking for even more space? You can also book the other half of our duplex, Salt Box II!

4.99 out of 5 average rating, 349 reviews

Guesthouse in Phoebus

Sun Sea and Sand

Welcome to Sun Sea and Sand, a Caribbean theme in Hampton, Virginia. Sun, Sea and Sand is a beautiful, waterfront, second story, two-bedroom, one-bath guest house located on a private drive providing lots of privacy including your own private entrance as well as stairs leading from your private balcony directly to the waterfront. High-speed fiber-optic wifi and cable with blue ray player provided.

Guest suite in Machipongo

5 out of 5 average rating, 107 reviews

Peaceful Suite in Machipongo

Welcome to our soul-nourishing space perfect for your getaway! A magical place where time seems to stand still in the peace and tranquility. Nature beckons as birds fly back and forth, chimes sing in the breeze, stars glisten in the sky. Welcome to Feather Tree Retreat, a refreshing haven on the Eastern Shore of Virginia!

4.96 out of 5 average rating, 165 reviews

Tiny home in Diggs

Stargazer Tiny Cabin

Rustic off grid tiny cabin tucked in the trees on the back side of a large field. The cabin has solar, kitchenette, shower, composting bathroom, heat, and Wifi! Enjoy being immersed in nature while staying comfortable in a quirky cabin built from local and reclaimed materials.

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4.98 out of 5 average rating, 65 reviews

Loft in Poquoson

Bull Island Getaway!

OliviaRating, 5 stars1 day ago

My fiancé and I’s first private vacay and it was PHENOMENAL! Gabrielle and Kyle made the place beautiful down to the details. They had literally everything you could need and their two dogs are so lovable. The chickens were amazing to see roaming around and the place felt so much like home. Only thing we didn’t quite care for was the soft mattress, but that’s our personal preference and it didn’t make a real difference in our stay. :)

4.85 out of 5 average rating, 27 reviews

Serenity and Luxury Awaits near the Beach

ToddRating, 5 stars34 months ago

The stay was great and we were happy to spend another short vacation at the camper. The wifi was a great addition and repairs to the stairs made it easier to access.

5 out of 5 average rating, 4 reviews

Holiday Blues vacation rental

ScottRating, 5 stars2 weeks ago

The home was a described. Rhona was very responsive. Made sure we got in and settled in the house. Will book again! Thank you!

5 out of 5 average rating, 46 reviews

Barn in Cape Charles

Coastal Red Barn Retreat

LindsayRating, 5 stars2 weeks ago

Our stay in Cape Charles was truly delightful. Hunter's house, nestled amidst picturesque farmland and just a short drive from the Bay, offered the perfect setting. The history behind the beautifully restored red barn added a unique charm to the experience. The home was thoughtfully equipped with everything we could possibly need, and we’re already looking forward to returning!

Superhost

4.91 out of 5 average rating, 32 reviews

Cape Cottage B (Upstairs)

WendyRating, 5 stars1 day ago

This was the perfect spot for a day at the beach. We love Cape Charles and wanted to maximize a short visit. The house is conveniently located and provides easy access to shopping and restaurants. The second floor, screened-in porch is a real favorite. Highly recommend!

Cabin in Cape Charles

4.75 out of 5 average rating, 4 reviews

Oyster Point Cabin

KeiraRating, 5 stars1 month ago

This place was amazing for our small getaway, the people were so friendly and helpful.

5 out of 5 average rating, 12 reviews

Fisherman's Getaway

MichaelRating, 5 stars1 week ago

Been fishing in Cape Charles for some time, found this place for a last minute trip. Cameron and Alexandra were great at getting me in last minute, quick to get back with me for any questions before and during my stay. Place was in a great location and very clean, will definitely be using it again for future trips to Cape Charles!