Vacation rentals in Jersey Island

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Top-rated vacation rentals in Jersey Island

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

Guest favorite

Tiny home in Accomac

4.93 out of 5 average rating, 437 reviews

Little Red House on a Farm - Quiet Rural Waterview

The Little Red House VA is a tiny house with big charm. This rural cottage on a 50 acre farm is nestled between peaceful fields, woods, marsh and creek. Curated with hygge comfort and efficiency in mind, you'll love the natural light and serene decor. • Epic stargazing • Heavenly private outdoor shower • Firepit with wood provided • Ample open spaces • Peace and quiet for sleeping • Comfy patio seating for chilling, coffee, and cocktails • Fast Starlink WIFI. • Proud Superhost for 10+ years!

Oct 7 – 14

G$24,861 GYD per night
Guest favorite

Tiny home in Saint Inigoes

4.98 out of 5 average rating, 292 reviews

Historic St.Mary's City at the Lazy Bear Cottage

Inquire first on pets, there is a 40 lb. weight limit total, can be split up between 2 small dogs or 1 at 40lbs or less,must be house broken and friendly. Close to Saint Mary's historic city, Pt. Lookout State Park, Sotterley Plantation. Great hiking trails, restored colonial village,a replica of the Maryland Dove. Tour a lighthouse. Great restaurants , or spend a day over in Solomons Island, about 20 miles from us. Peaceful settings for relaxing right on the water,or kayak on the river.

Oct 13 – 20

G$17,272 GYD per night
Guest favorite

Farm stay in Onancock

4.99 out of 5 average rating, 167 reviews

Private romantic pet friendly waterfront cottage

On Virginia’s beautiful Eastern Shore, The Birdhouse at Windfall Farm is the ultimate romantic getaway. Just steps from Pungoteague Creek (a short boat ride to the Chesapeake Bay)on one side and a picturesque large stocked pond on the other, The Birdhouse is a charming 1 bedroom hideaway, with abundant wildlife, walking trails on our 62 acre working farm, kayaking, fishing, crabbing, and stargazing, all amid Nature’s beauty. Be our guest for an unforgettable time on Virginia’s Eastern Shore!

Oct 27 – Nov 3

G$37,287 GYD per night

Popular amenities for Jersey Island vacation rentals

Other great vacation rentals in Jersey Island

Guest favorite

Tiny home in Cambridge

4.99 out of 5 average rating, 152 reviews

Blackwater Refuge House on The Farm, water access

May 24 – 31

G$22,672 GYD per night
Guest favorite

Home in Reedville

4.97 out of 5 average rating, 115 reviews

Sunkissed Cottage-private, natural waterfront home

Sep 6 – 13

G$30,892 GYD per night
Superhost

Tiny home in Cambridge

4.89 out of 5 average rating, 492 reviews

Blackwater Tiny Cabin on Snakehead Creek

Nov 29 – Dec 6

G$17,622 GYD per night
Guest favorite

Guesthouse in Onancock

4.94 out of 5 average rating, 202 reviews

NEWLY Renovated -- Waterfront Getaway

Nov 12 – 19

G$26,729 GYD per night
Guest favorite

Home in Accomac

4.98 out of 5 average rating, 216 reviews

Heartsong Farmhouse , a nature lover's retreat.

Sep 30 – Oct 7

G$32,865 GYD per night
Guest favorite

Cabin in Lusby

4.91 out of 5 average rating, 203 reviews

Peaceful Waterfront Retreat on The Bay

Oct 22 – 29

G$30,431 GYD per night
Guest favorite

Loft in Lusby

5.0 out of 5 average rating, 306 reviews

Coastal Treetop Retreat

May 25 – Jun 1

G$29,481 GYD per night
Guest favorite

Cottage in Heathsville

4.94 out of 5 average rating, 175 reviews

HedgeRow, Deer Haven in the NNK- Dock & Boat Ramp

Jul 28 – Aug 4

G$27,564 GYD per night
Guest favorite

Home in Reedville

4.96 out of 5 average rating, 202 reviews

Waterfront FamilyFriendly Home Improved for 2023

Nov 22 – 29

G$33,905 GYD per night
Guest favorite

Home in Chincoteague Island

4.97 out of 5 average rating, 176 reviews

★ Jay’s Waterfront Retreat: Private Dock- Kayaks-Fire Pit-Bikes-Beach-Pet Friendly ★

Nov 5 – 12

G$29,675 GYD per night
Guest favorite

Cabin in Reedville

4.97 out of 5 average rating, 185 reviews

Dinna Fash-3 BR Waterfront Log Cabin

Oct 1 – 8

G$36,091 GYD per night
Guest favorite

Home in Crisfield

5.0 out of 5 average rating, 17 reviews

Myrtle Manor- Crisfield Maryland

Jul 2 – 9

G$31,622 GYD per night

Destinations to explore