Cottages in Somerset County
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A waterfront with a pier extending into the water, a building labeled 'Ice Cream Gallery', and a boat docked nearby.

Cottages in Somerset County

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your current months are November, 2026 and December, 2026.

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Top cities in Somerset County

A sunset over a lake with a dock and a small settlement.

Westover

Marion Station

Rehobeth

Ewell

Chance

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Our top choices for Somerset County cottages

A waterfront house with a balcony, dock, and a view of the water.

A row of beach houses with white railings and steps leading down to the water.

A person making a heart shape with their hands against a sunset at the beach.

A spacious kitchen with a large window, a dining area with a table and chairs, and a living area with a sofa and cushions.

1. Key West Cottages

Key West Cottages

3.0 star property

Downtown Chincoteague

9.8 out of 10, Exceptional, (674 reviews)

9.8/10

Exceptional

(674 reviews)

"First time here and we absolutely loved it."

Melissa

The price is NT$3,965

NT$3,965

NT$4,453 total

includes taxes & fees

Nov 30 - Dec 1

Key West Cottages

A single-story house with a front porch and a staircase leading to the entrance.

A modern kitchen with white cabinets, a stainless steel refrigerator, a dishwasher, and a green countertop.

A room with a white bench and table, a chandelier, framed artwork on the wall, and a painting on easels.

A modern kitchen with white cabinets, a stainless steel oven, a dishwasher, and a green countertop.

2. Walk to Local Eats & Docks! Crisfield Getaway

Walk to Local Eats & Docks! Crisfield Getaway

3.0 star property

Crisfield

Walk to Local Eats & Docks! Crisfield Getaway

A kitchen with wooden cabinets, a dishwasher, a coffee station, and a dining area with chairs.

A living room with a brown sofa, a coffee table, a hanging chair, and a staircase leading to a second floor.

A bedroom with a bed, nightstand, and a ceiling fan.

3. 6 Mi to Salisbury: Forest-view Sanctuary!

6 Mi to Salisbury: Forest-view Sanctuary!

3.0 star property

Parsonsburg

The price is NT$4,336

NT$4,336

NT$8,908 total

includes taxes & fees

Nov 18 - Nov 19

6 Mi to Salisbury: Forest-view Sanctuary!

A two-story house with a red door, a front porch, and a tree in the foreground.

A modern kitchen with white cabinetry, a wooden accent wall, a built-in oven, and a large island with a bowl.

A covered porch with white wooden walls and large windows. There are two rocking chairs with floral cushions and a small table with a chair.

4. 2 Mi to Downtown: Tranquil Abode in Chincoteague!

2 Mi to Downtown: Tranquil Abode in Chincoteague!

3.0 star property

Up the Neck

2 Mi to Downtown: Tranquil Abode in Chincoteague!

A small, light blue house with a front porch, a chimney, and a flag.

A bedroom with a bed, a white wardrobe, and a window with curtains.

A residential area with houses, trees, and a grassy yard.

A bedroom with a bed, a white dresser, a large painting, and a wall with a 'BEACH' sign.

5. Chincoteague Island Cottage ~ 2 Mi to Beaches

Chincoteague Island Cottage ~ 2 Mi to Beaches

3.0 star property

Downtown Chincoteague

10.0 out of 10, Exceptional, (1 review)

10/10

Exceptional

(1 review)

"Property was great and it is very close to the beach area as well as the wild ponies. Walkable to all the coffee shops and ice cream. Only downside, if you cook there is nothing locally good to eat but won’t hold it against the area, just preference. People were great and coffee shops were great. "

Rachel

Chincoteague Island Cottage ~ 2 Mi to Beaches

A covered outdoor area with wicker furniture, a glass table, and potted plants.

A bedroom with a large bed, a wooden nightstand, a bedside table, a window with blinds, and a picture on the wall.

A modern kitchen with wooden ceiling, white cabinets, stainless steel appliances, and a central island with seating.

A white building with a porch, a sign reading "Tangerine History Museum," and a white picket fence.

6. Unique Tangier Cottage w/ Chesapeake Bay Views!

Unique Tangier Cottage w/ Chesapeake Bay Views!

3.0 star property

Tangier

Unique Tangier Cottage w/ Chesapeake Bay Views!

A covered outdoor seating area with a sectional sofa, a small table, and a bar area.

A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a dining area with a table and chairs.

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

A spacious living area with a leather sofa, a dining table with chairs, a kitchen area with wooden cabinets, and a ceiling fan.

7. Dog-friendly Family Retreat Near Chincoteague Bay!

Dog-friendly Family Retreat Near Chincoteague Bay!

3.0 star property

Captain's Cove

Dog-friendly Family Retreat Near Chincoteague Bay!

A deck with a barbecue grill, white railings, and a view of a forested area.

A dining area with a wooden table and chairs, a clock on the wall, and a ceiling fan.

A beach with calm waters, a sandy shore, and scattered rocks.

A modern kitchen with white cabinets, stainless steel appliances, wooden stools, and a dining area with a table and chairs.

8. Hot Tub Haven 2 Mi to Beach! Christy's Cottage

Hot Tub Haven 2 Mi to Beach! Christy's Cottage

3.0 star property

Snow Hill

Hot Tub Haven 2 Mi to Beach! Christy's Cottage

A two-story house with a covered porch, wooden posts, and a red and white trim.

A room with a wooden table, a hanging light fixture, and a view of the outdoors.

A wooden dock leading to a restaurant named Bayside Inn.

A kitchen with pink cabinets, a wooden dining table, and a stained glass light fixture.

9. Pet-friendly Smith Island Cottage w/ Golf Cart!

Pet-friendly Smith Island Cottage w/ Golf Cart!

3.0 star property

Smith Island

10.0 out of 10, Exceptional, (1 review)

10/10

Exceptional

(1 review)

"We had a lovely 2 night stay. The owners and host were wonderful. We were so happy to have use of the golf cart and bicycles. The cottage is adorable with beautiful touches all around."

Karl

Pet-friendly Smith Island Cottage w/ Golf Cart!

A covered patio with a view of the beach, outdoor furniture, and hanging planters.

A bedroom with a brick wall, a bed with a dark brown bedspread, a bedside table with a lamp, and a wall-mounted mirror.

A living room with a brown sofa, teal and white patterned pillows, a glass coffee table with a vase of flowers, and a yellow wall with a mirror and a 'HAPPY' sign.

A brightly colored living room with a sofa, a dining table, and a chandelier.

10. Oceanfront White Stone Cottage w/ Private Beach!

Oceanfront White Stone Cottage w/ Private Beach!

3.0 star property

White Stone

4.0 out of 10, (4 reviews)

4.0/10

(4 reviews)

"The views cannot be beat!!! Location is everything "

Sharon

Oceanfront White Stone Cottage w/ Private Beach!

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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Cottages in Somerset County

Change your mind

Treat yourself

Be picky

Top cities in Somerset County

Princess Anne

Find vacation rentals that suit your style

Check prices for these dates

Our top choices for Somerset County cottages

1. Key West Cottages

2. Walk to Local Eats & Docks! Crisfield Getaway

3. 6 Mi to Salisbury: Forest-view Sanctuary!

4. 2 Mi to Downtown: Tranquil Abode in Chincoteague!

5. Chincoteague Island Cottage ~ 2 Mi to Beaches

6. Unique Tangier Cottage w/ Chesapeake Bay Views!

7. Dog-friendly Family Retreat Near Chincoteague Bay!

8. Hot Tub Haven 2 Mi to Beach! Christy's Cottage

9. Pet-friendly Smith Island Cottage w/ Golf Cart!

10. Oceanfront White Stone Cottage w/ Private Beach!

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