Vacation rentals in Modest Town

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Top-rated vacation rentals in Modest Town

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite

A charming cottage stands surrounded by lush grass, with a large tree providing shade in the foreground. The white exterior features a welcoming entrance with step access, flanked by neatly trimmed bushes and colorful potted plants. A serene open field extends beyond the cottage.

Cottage in Greenbush

Bell Farm Cottage Quiet, Tranquil and Peaceful

Cozy cottage located on a quiet backroad overlooking a wide open field with a deck that provides warm & sunny space for relaxing or reading a book. BFC has a warm farm house feel w/ a touch of the beach. Our kitchen is fully equipped w/ all you need to cook. BFC is located only a few miles from both seaside and bayside boat ramps. A 5 minute drive to Onancock, Walmart, YMCA, shopping & many local shops for just the right souvenir. Wachapreague, Wallops & Chincoteague are just a short drive away.

4.98 out of 5 average rating, 160 reviews

Guest favorite

A quaint tiny house presents a welcoming exterior with a red facade and inviting black door. Comfortable seating is arranged on green grass under a large white umbrella, surrounded by planters with flowers. Lush greenery and a pathway enhance the serene outdoor setting.

Tiny home in Accomac

Little Red House on a Rural Farm for Stargazing

The Little Red House VA is a cozy tiny home on a 50-acre farm, surrounded by fields, woods, marsh, and a creek. Curated with hygge comfort and efficiency, you'll love the natural light and calm decor. • Pets are welcome • Escape the noise, reset in nature • Epic stargazing • Peaceful sleep • Thoughtful interior design • Large full bath • Comfy patio for coffee, wine, reading • Firepit with wood onsite • Large private outdoor shower in woods • Wide open spaces • Fast WIFI • Superhost 12+ years

4.94 out of 5 average rating, 540 reviews

Top guest favorite

A large wooden deck features several adirondack chairs positioned to face expansive views of the marshland and water. A clear blue sky complements the serene landscape, with gentle clouds casting soft shadows over the scene.

Home in Parksley

Serene Waterfront Metompkin Retreat - Entire Home

Discover serenity at the ultimate retreat on Virginia's Eastern Shore at our waterfront oasis. Indulge in sweeping panoramic views of the tranquil waters that stretch as far as the eye can see. Nature enthusiasts will delight in the abundance of birdlife, making it a true birdwatcher's paradise. Whether sipping coffee on the private deck at sunrise or enjoying a glass of wine while watching the sunset paint the sky, every moment here is a picture-perfect postcard. A truly unforgettable getaway.

5.0 out of 5 average rating, 24 reviews

Guest favorite

A spacious deck offers breathtaking views of the water at sunset, with a stunning orange and pink sky. Four Adirondack chairs are arranged around a brown wicker coffee table, complemented by striped cushions. The serene water reflects the evening sky, creating a tranquil atmosphere.

Cottage in Onancock

A "True" Chesapeake Bay Waterfront Experience!

Get away from it all... The Thicket Point Fish Camp is a true Chesapeake Bay waterfront property and the perfect place to escape for the best of the Eastern Shore. Located just 5 miles from downtown Onancock, VA, and everyday conveniences, this property is one of a kind! This is the "Sunset House" expanded and completely renovated in May 2018, It is complemented by our "Bayside House" - also available on Airbnb. Be ready for the smell of the salt air and to enjoy million-dollar sunsets!

4.94 out of 5 average rating, 191 reviews

Guest favorite

A cozy living room features a light green sofa and an armchair with a floral pattern. A wooden coffee table is centered on a decorative area rug. Natural light filters through the window, illuminating the space with a calm ambiance.

Home in Bloxom

Virginia Peninsula, Modest Town, Va 3 Br/2Ba House

Gateway to Virginia Eastern Shore. The Modest House is located in Modest Town, Va. The 3 Br/2 Ba circa 1900 home is in a private setting close to Atlantic Coast barrier Islands, Chesapeake Bay and seaside and bayside public boat landings. Accessible by boat, canoe or kayak the Chesapeake Bay and Atlantic Coast and their deserted beaches, estuaries, barrier islands, bays and creeks are great for, fishing, swimming, surfing, and beach combing. Perfect for sportsmen, paddlers and beach lovers.

4.88 out of 5 average rating, 32 reviews

Superhost

A wooden dock extends into calm waters, reflecting vibrant hues of orange and purple in the sunset sky. Silhouettes of distant trees line the horizon, creating a serene backdrop against the colorful display.

Home in Onancock

Camp Deep Creek Retreat - Captain's Cabin

Old Farmhouse located on the edge of Deep Creek with wrap around screened porch where you can enjoy the waterfront panoramic view of the inner Chesapeake Bay. Property has a shared dock, basketball area & firepit with guest house visitors. Kayaks, bikes & crab pots are for Captain's Cabin guests only. Enjoy historic Onancock - restaurants, galleries, antique shops, museums, live theatre. Day trip to Assateague Island beach & see wild horses or catch ferry to Tangier for fresh crab cakes.

4.6 out of 5 average rating, 105 reviews

Top guest favorite

A green pasture is featured, where a group of five horses graze peacefully. The background showcases a wooded area with tall trees, under a clear blue sky. A small shelter is visible in the distance, complementing the tranquil rural setting.

Home in Accomac

Heartsong Farmhouse , a nature lover's retreat.

Heartsong Farmhouse was completely renovated in 2019. Beautiful hardwood floors, brand new furniture, in a modern farmhouse style with a Boho vibe. The entire home is filled with beautiful natural light and the brick walls ensure a peaceful nights sleep. The yard is completely surrounded by a 15ft hedgerow of holly, magnolia and camellias, like walking into a secret garden. You will feel welcome from the moment you drive up. The Farmhouse is also beautifully decorated for the holidays.

4.98 out of 5 average rating, 307 reviews

Top guest favorite

The front of the house is framed by a large tree, with a pathway leading to the entrance. The porch features a bench for seating, and greenery surrounds the property, creating a welcoming outdoor setting.

Home in Onancock

Egret’s Point on the Creek

Egrets Point on the Creek, is a beautiful and peaceful place to relax and plan your Eastern Shore exploration. Whether you are enjoying the fire pit by the creek, or taking a nap in the hammocks, canoeing, walking or exploring historic Onancock, life by the creek is sweet. Chincoteague to the north, Cape Charles to the south. Excitement abounds. Coastal exploration, boating, fishing, fine dining, artisan shops, art galleries, farmers markets and sandy beaches. Come and enjoy!

5.0 out of 5 average rating, 118 reviews

Top guest favorite

A large waterfront estate is viewed from a distance, framed by tall trees. The house features a wraparound porch with blue rocking chairs, surrounded by expansive green lawns. The soft glow of sunset casts elongated shadows on the ground, enhancing the serene atmosphere.

Home in Onancock

Chesapeake Bay Retreat | Private Dock + Beach

Wake up to sunrises over the creek as you sip your morning coffee and soak in the stillness that surrounds you. 🌿 Outdoor Features: Private dock with multiple boat slips – ideal for crabbing, fishing or just taking in the view Covered porch with a fireplace, tv and gas grill Outdoor fire pit for s’mores in summer or oyster roasts in winter Private beach area for lounging, shell collecting 🎯 Yard Games for All Ages: Hammock for afternoon naps beneath the trees

4.96 out of 5 average rating, 103 reviews

Guest favorite

The exterior of a two-story house is shown, featuring a light-colored façade and multiple windows. A staircase leads to an entrance at the front. A well-maintained lawn surrounds the structure, and a friendly corgi is visible on the grass.

Guest suite in Crisfield

The Serenity House

Regenerate at the Serenity House! Second floor apartment; three spacious queen bedrooms with SmartTV, equipped kitchenette, work space with WiFi, mudroom and laundry on the first floor. Large yard with big mature shade trees nestled in a quiet neighborhood. One corgi and two cats live on the property. The pets are not allowed into the guest rooms. Continental breakfast served in the shared space. Private entrance, off street parking available.

4.78 out of 5 average rating, 281 reviews

Top guest favorite

A private bedroom features a spacious bed with a detailed headboard, adorned with decorative pillows. Natural light fills the room through large windows, highlighting a cozy area rug and a bedside table with a lamp. A decorative shelf is present, providing additional storage.

Apartment in Accomac

Modern First Story Apt Open Floor Plan

Relax with the whole family at this peaceful place to stay. There are two units available with separate outside entrances to this beautiful, new constructed home conveniently located just 1/4 mile off of Route 13 and less than an hour from area beaches. The units can be rented together or separately if you need more space for your family gathering. This listing is for Unit 1, the downstairs, which includes a front porch and back porch.

4.97 out of 5 average rating, 102 reviews

Guest favorite

A modern kitchen is presented with white cabinetry and stainless-steel appliances, featuring a refrigerator, microwave, and coffee maker. A dining table is set for four, and a cozy seating area with a blue couch is visible. Natural light enters through a window, enhancing the space.

Cottage in Chincoteague

Key Lime Cottage

Escape to your own bayfront retreat in Chincoteague Island, Virginia. Our Key Lime Cottage at the Key West Cottages resort offers views of the Chincoteague Bay, giving you a front-row seat to the breathtaking sunsets that Chincoteague offers each night. This one-bedroom private cottage includes a master bedroom with two queen beds, a fully equipped kitchen, living and dining space, waterfront deck and access to many amenities!

4.94 out of 5 average rating, 130 reviews