
Holiday rentals near North Street Playhouse
We found 79 holiday rentals — enter your dates for availability
Take a look at holiday rentals near North Street Playhouse that are perfect for your trip. Whether you're travelling with a group or just with your pet, holiday homes have the amenities that you expect for your stay, which might include a garden and hot tub. Whatever you're looking for, you'll be able to choose a property to rent for everyone's needs, including a place that's non-smoking or offers accessibility.
Holiday rentals with weekly discounts - North Street Playhouse
Showing deals for:7 Nov - 14 Nov
Image gallery for The Porter's Barn - fancy little waterfront home with deep-water boat dock and firepit

1010 out of 10 rating
Exceptional
(32 reviews)
The Porter's Barn - fancy little waterfront home with deep-water boat dock and firepit
Temperanceville, VA
10% off
Price is S$1,706
S$1,706
S$244 per night
includes taxes & fees
Image gallery for Bayfront Retreat w/ Game Room + Outdoor Pool!

9.89.8 out of 10 rating
Exceptional
(36 reviews)
Bayfront Retreat w/ Game Room + Outdoor Pool!
Exmore, VA
7% off
Price is S$4,815
S$4,815
S$688 per night
includes taxes & fees
Image gallery for Waterfront Paradise Located on Virginia's Beautiful Eastern Shore (boat slip)

9.49.4 out of 10 rating
Exceptional
(51 reviews)
Waterfront Paradise Located on Virginia's Beautiful Eastern Shore (boat slip)
Onancock, VA
8% off
Price is S$7,183
S$7,183
S$1,026 per night
includes taxes & fees
Image gallery for August & Labor Day Availability: Spend time on one of the Bay’s quiet creeks.

9.49.4 out of 10 rating
Exceptional
(21 reviews)
August & Labor Day Availability: Spend time on one of the Bay’s quiet creeks.
Onancock, VA
12% off
Price is S$3,870
S$3,870
S$553 per night
includes taxes & fees
Image gallery for Unique Tangier Cottage w/ Chesapeake Bay Views!

1010 out of 10 rating
Exceptional
(9 reviews)
Unique Tangier Cottage w/ Chesapeake Bay Views!
Tangier, VA
7% off
Price is S$2,586
S$2,586
S$369 per night
includes taxes & fees
Image gallery for Awesome private off grid cabin with creek view.

9.69.6 out of 10 rating
Exceptional
(15 reviews)
Awesome private off grid cabin with creek view.
Onancock, VA
8% off
Price is S$1,700
S$1,700
S$243 per night
includes taxes & fees
Image gallery for Escape to the Eastern Shore -Upscale Romantic Waterfront getaway cottage w dock

1010 out of 10 rating
Exceptional
(14 reviews)
Escape to the Eastern Shore -Upscale Romantic Waterfront getaway cottage w dock
Onancock, VA
8% off
Price is S$1,965
S$1,965
S$281 per night
includes taxes & fees
Image gallery for Charming Waterfront Cottage with Boat Ramp and boat docking - Pet Friendly

9.69.6 out of 10 rating
Exceptional
(21 reviews)
Charming Waterfront Cottage with Boat Ramp and boat docking - Pet Friendly
Parksley, VA
8% off
Price is S$2,632
S$2,632
S$376 per night
includes taxes & fees
Image gallery for Cozy Country Home in the Heart of the Eastern Shore

1010 out of 10 rating
Exceptional
(19 reviews)
Cozy Country Home in the Heart of the Eastern Shore
Painter, VA
12% off
Price is S$2,995
S$2,995
S$428 per night
includes taxes & fees
Image gallery for SUNSET POINT FARM - Gracious Country Farm on the Chesapeake Bay - 75 Acres

9.49.4 out of 10 rating
Exceptional
(21 reviews)
SUNSET POINT FARM - Gracious Country Farm on the Chesapeake Bay - 75 Acres
Belle Haven, VA
8% off
Price is S$2,748
S$2,748
S$393 per night
includes taxes & fees
Image gallery for Leatherbury Point Bed and Breakfast

1010 out of 10 rating
Exceptional
(16 reviews)
Leatherbury Point Bed and Breakfast
Onancock, VA
8% off
Price is S$2,782
S$2,782
S$397 per night
includes taxes & fees
Image gallery for 10 Acre 3 BR Waterfront Retreat on Thicket Creek has dock & neighborhood beach

9.69.6 out of 10 rating
Exceptional
(5 reviews)
10 Acre 3 BR Waterfront Retreat on Thicket Creek has dock & neighborhood beach
Onancock, VA
8% off
Price is S$3,235
S$3,235
S$462 per night
includes taxes & fees
Image gallery for Cabin at Holdens Creek on Eastern Shore of VA

9.69.6 out of 10 rating
Exceptional
(171 reviews)
Cabin at Holdens Creek on Eastern Shore of VA
Temperanceville, VA
12% off
Price is S$1,213
S$1,213
S$173 per night
includes taxes & fees
Image gallery for Beautiful Bayfront with Sanctuary Private Beach

9.29.2 out of 10 rating
Wonderful
(20 reviews)
Beautiful Bayfront with Sanctuary Private Beach
Saxis, VA
8% off
Price is S$2,271
S$2,271
S$324 per night
includes taxes & fees
Image gallery for Thelma’s Dawn Getaway! A true No Drama Zone

1010 out of 10 rating
Exceptional
(158 reviews)
Thelma’s Dawn Getaway! A true No Drama Zone
Exmore, VA
12% off
Price is S$2,136
S$2,136
S$305 per night
includes taxes & fees
Image gallery for Creek House - Waterfront Oasis on Holden's Creek

9.69.6 out of 10 rating
Exceptional
(10 reviews)
Creek House - Waterfront Oasis on Holden's Creek
Temperanceville, VA
8% off
Price is S$3,794
S$3,794
S$542 per night
includes taxes & fees
Image gallery for QUIET, pet-friendly nature retreat with HOT TUB & without getting BIT!

9.89.8 out of 10 rating
Exceptional
(50 reviews)
QUIET, pet-friendly nature retreat with HOT TUB & without getting BIT!
Temperanceville, VA
12% off
Price is S$2,172
S$2,172
S$310 per night
includes taxes & fees
Image gallery for Nassawadox Creek Waterfront Home with Private Pool

1010 out of 10 rating
Exceptional
(52 reviews)
Nassawadox Creek Waterfront Home with Private Pool
Exmore, VA
8% off
Price is S$2,207
S$2,207
S$315 per night
includes taxes & fees
Image gallery for Remote Secluded Waterfront Estate OPEN for Chincoteague Pony Week. Only 37 Mi

9.29.2 out of 10 rating
Wonderful
(155 reviews)
Remote Secluded Waterfront Estate OPEN for Chincoteague Pony Week. Only 37 Mi
Hacksneck, VA
8% off
Price is S$2,594
S$2,594
S$371 per night
includes taxes & fees
Image gallery for Spacious home centrally located in the quaint waterfront town of Onancock

1010 out of 10 rating
Exceptional
(172 reviews)
Spacious home centrally located in the quaint waterfront town of Onancock
Onancock, VA
16% off
Price is S$2,438
S$2,438
S$348 per night
includes taxes & fees
Image gallery for Waterfront Estate - Amazing Views And Sunsets - Pet Friendly - New rate for 2025

1010 out of 10 rating
Exceptional
(57 reviews)
Waterfront Estate - Amazing Views And Sunsets - Pet Friendly - New rate for 2025
Parksley, VA
8% off
Price is S$4,658
S$4,658
S$665 per night
includes taxes & fees
Image gallery for Whimsical Cottage with Gorgeous Views of the Bay, overlooking Russell Marina.

1010 out of 10 rating
Exceptional
(84 reviews)
Whimsical Cottage with Gorgeous Views of the Bay, overlooking Russell Marina.
Onancock, VA
8% off
Price is S$2,239
S$2,239
S$320 per night
includes taxes & fees
Image gallery for Apartment in the Seaside Village of Wachapreague

1010 out of 10 rating
Exceptional
(36 reviews)
Apartment in the Seaside Village of Wachapreague
Wachapreague, VA
16% off
Price is S$1,623
S$1,623
S$232 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - North Street Playhouse
Remote Secluded Waterfront Estate OPEN for Chincoteague Pony Week. Only 37 Mi
Sleeps 6 · 3 bedrooms · 2 bathrooms
9.29.2 out of 10
Wonderfulwonderful
155 reviews(155 reviews)
Charming Waterfront Cottage with Boat Ramp and boat docking - Pet Friendly
Sleeps 4 · 1 bedroom · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
21 reviews(21 reviews)
Cabin at Holdens Creek on Eastern Shore of VA
Sleeps 6 · 1 bedroom · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
171 reviews(171 reviews)
Awesome private off grid cabin with creek view.
Sleeps 6 · 2 bedrooms · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
15 reviews(15 reviews)
Serene Bayfront Cottage on Private Beach - Waterfront Beach House
Sleeps 6 · 2 bedrooms · 2+ bathrooms
9.89.8 out of 10
Exceptionalexceptional
117 reviews(117 reviews)
Charming Cottage - Ultimate Relaxation Destination
Sleeps 4 · 2 bedrooms · 1+ bathroom
1010 out of 10
Exceptionalexceptional
118 reviews(118 reviews)
- Peace of mindOur Book with Confidence guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value