House in Sussex County, DE
8 guests · 4 bedrooms · 2 baths
Reasons to book
Top-tier experienceA high end property in this area
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About this house rental
12 Canary Dr. 🌊 – Pilottown Village, Private Saltwater Pool, Spacious 4-Bedroom Layout and Just Minutes to Downtown Lewes & Lewes Beach
Your Perfect Lewes Getaway Starts Here!
Looking for the ideal beach vacation with plenty of space, a private pool (will be closed on September 21st 2026), and easy access to everything Lewes has to offer? 12 Canary Dr. in Pilottown Village checks all the boxes for a relaxing family getaway, couples' retreat, or friends' beach weekend.
This spacious home is designed for everyone to spread out, relax, and enjoy time together. The bright, open main level features a large eat-in kitchen, comfortable living room, and a cozy sitting area that opens directly to your private saltwater pool. Spend sunny afternoons poolside, enjoy dinner together, or unwind after a day at the beach. A convenient half bath completes the main level.
Upstairs, you'll find a comfortable primary bedroom with private en-suite bath, two additional guest bedrooms, and another full bathroom. Head to the third level for a flexible bedroom/den, perfect for additional sleeping space, a kids' hangout, movie nights, or a quiet retreat with a good book.
☀️ PRIME LEWES LOCATION
Enjoy the best of both worlds—peaceful residential surroundings with easy access to downtown Lewes and the beach.
🏖️ Less than 5 miles to Lewes Beach
🍽️ Under 1.5 miles to 2nd Street
🛍️ Minutes from downtown Lewes shopping, restaurants, galleries, and attractions
🚲 Close to Lewes-area biking, walking trails, and outdoor adventures
🌊 Easy access to beaches, boating, kayaking, fishing, and the Delaware Bay
Lewes is especially appealing in the late summer and fall, when the crowds thin out, the weather becomes more comfortable, and the area's event calendar really comes alive. Southern Delaware describes fall as its “second season,” with warm water, beautiful beaches, outdoor adventures, festivals, history, arts, and dining throughout the area.
🍂 MAKE IT A FALL LEWES GETAWAY
There is still plenty happening in and around Lewes for the remainder of 2026. Plan your stay around some of the area's favorite fall events, including:
Delaware Seafood Festival – September 19
Downtown Rehoboth Beach Cocktail Week – September 20–26
FoodeesFest Rehoboth Beach – September 25–27
Dogfish Dash – September 27
📚 History Book Festival | September 25–27
The 10th Annual History Book Festival brings authors and history enthusiasts to venues throughout Lewes for a full weekend of free author events.
🎃 Historic Lewes Fall Events
Enjoy First Friday Community Nights on September 4, October 2, November 6, and December 4, along with Haunted Histories tours, Shanty Nights, and other seasonal programming.
Coastal Oktoberfest – October 3
Rehoboth Beach Jazz Festival – October 15–18
🍁 Historic Lewes Harvest Fair | October 17–18
Step back in time during this popular fall weekend featuring Revolutionary-era encampments, music, traditional trades, and family-friendly activities.
👻 Boos & Brews | October 23
Enjoy a festive Halloween celebration with live music, food trucks, and spooky storytelling.
And that's just the beginning. Fall in Lewes is perfect for beach walks, biking, kayaking, hiking, shopping, dining, and historic tours! Once November and December arrive, the beach takes on a completely different charm. Enjoy peaceful walks along the ocean, cozy evenings at home, holiday shopping, local dining, and festive events including Schellville's Winter Celebration and the Rehoboth Beach holiday tree lighting and sing-along.
It's the perfect excuse to trade the usual holiday routine for a few relaxing days at the beach.
🎄 Make This Your Holiday Getaway
Ever dreamed of spending Thanksgiving, Christmas, or another holiday at the beach?
This home gives you the space to bring the whole family together without everyone being on top of each other. Cook a big family meal, play pool upstairs, watch movies, take a chilly walk on the beach, explore the shops and restaurants, and come back to a warm and comfortable home.
🛏️ SLEEPING ARRANGEMENTS
This home comfortably accommodates groups with:
1 King Bed
2 Twin/Single Beds
2 Double Beds
1 Daybed with 2 Twin/Single Beds
1 Double Sleeper Sofa
🧺 LINENS - A linen package is available for purchase for $213 per one-week stay.
✨ WHY YOU'LL LOVE 12 CANARY
✔️ Private saltwater pool - will be closed on September 21st 2026
✔️ Spacious multi-level floor plan
✔️ Large eat-in kitchen
✔️ Multiple living/relaxation spaces
✔️ Primary suite with private bath
✔️ Flexible third-floor bedroom/den
✔️ Less than 5 miles to Lewes Beach
✔️ Under 1.5 miles to downtown Lewes & 2nd Street
✔️ Excellent home base for a late-summer or fall beach escape
Don't wait for next summer—Lewes is a destination worth visiting year-round. Book your remaining 2026 getaway at 12 Canary and enjoy the beaches, restaurants, shopping, history, events, and coastal charm of one of Delaware's most beloved beach towns.
All VRBO reservations are a booking request only until confirmed by Property Manager. You will be required to sign a Residential Lease Agreement and make your payment within the required deadlines provided or your booking request will be cancelled. As a property manager, we welcome “Special Event” rentals. All properties are individually owned and not all properties are available for “Special Event” rentals. Credit Card payments subject to 2% fee.
Professionally Managed by Coldwell Banker Premier.
Delaware License #2025701763
Your Perfect Lewes Getaway Starts Here!
Looking for the ideal beach vacation with plenty of space, a private pool (will be closed on September 21st 2026), and easy access to everything Lewes has to offer? 12 Canary Dr. in Pilottown Village checks all the boxes for a relaxing family getaway, couples' retreat, or friends' beach weekend.
This spacious home is designed for everyone to spread out, relax, and enjoy time together. The bright, open main level features a large eat-in kitchen, comfortable living room, and a cozy sitting area that opens directly to your private saltwater pool. Spend sunny afternoons poolside, enjoy dinner together, or unwind after a day at the beach. A convenient half bath completes the main level.
Upstairs, you'll find a comfortable primary bedroom with private en-suite bath, two additional guest bedrooms, and another full bathroom. Head to the third level for a flexible bedroom/den, perfect for additional sleeping space, a kids' hangout, movie nights, or a quiet retreat with a good book.
☀️ PRIME LEWES LOCATION
Enjoy the best of both worlds—peaceful residential surroundings with easy access to downtown Lewes and the beach.
🏖️ Less than 5 miles to Lewes Beach
🍽️ Under 1.5 miles to 2nd Street
🛍️ Minutes from downtown Lewes shopping, restaurants, galleries, and attractions
🚲 Close to Lewes-area biking, walking trails, and outdoor adventures
🌊 Easy access to beaches, boating, kayaking, fishing, and the Delaware Bay
Lewes is especially appealing in the late summer and fall, when the crowds thin out, the weather becomes more comfortable, and the area's event calendar really comes alive. Southern Delaware describes fall as its “second season,” with warm water, beautiful beaches, outdoor adventures, festivals, history, arts, and dining throughout the area.
🍂 MAKE IT A FALL LEWES GETAWAY
There is still plenty happening in and around Lewes for the remainder of 2026. Plan your stay around some of the area's favorite fall events, including:
Delaware Seafood Festival – September 19
Downtown Rehoboth Beach Cocktail Week – September 20–26
FoodeesFest Rehoboth Beach – September 25–27
Dogfish Dash – September 27
📚 History Book Festival | September 25–27
The 10th Annual History Book Festival brings authors and history enthusiasts to venues throughout Lewes for a full weekend of free author events.
🎃 Historic Lewes Fall Events
Enjoy First Friday Community Nights on September 4, October 2, November 6, and December 4, along with Haunted Histories tours, Shanty Nights, and other seasonal programming.
Coastal Oktoberfest – October 3
Rehoboth Beach Jazz Festival – October 15–18
🍁 Historic Lewes Harvest Fair | October 17–18
Step back in time during this popular fall weekend featuring Revolutionary-era encampments, music, traditional trades, and family-friendly activities.
👻 Boos & Brews | October 23
Enjoy a festive Halloween celebration with live music, food trucks, and spooky storytelling.
And that's just the beginning. Fall in Lewes is perfect for beach walks, biking, kayaking, hiking, shopping, dining, and historic tours! Once November and December arrive, the beach takes on a completely different charm. Enjoy peaceful walks along the ocean, cozy evenings at home, holiday shopping, local dining, and festive events including Schellville's Winter Celebration and the Rehoboth Beach holiday tree lighting and sing-along.
It's the perfect excuse to trade the usual holiday routine for a few relaxing days at the beach.
🎄 Make This Your Holiday Getaway
Ever dreamed of spending Thanksgiving, Christmas, or another holiday at the beach?
This home gives you the space to bring the whole family together without everyone being on top of each other. Cook a big family meal, play pool upstairs, watch movies, take a chilly walk on the beach, explore the shops and restaurants, and come back to a warm and comfortable home.
🛏️ SLEEPING ARRANGEMENTS
This home comfortably accommodates groups with:
1 King Bed
2 Twin/Single Beds
2 Double Beds
1 Daybed with 2 Twin/Single Beds
1 Double Sleeper Sofa
🧺 LINENS - A linen package is available for purchase for $213 per one-week stay.
✨ WHY YOU'LL LOVE 12 CANARY
✔️ Private saltwater pool - will be closed on September 21st 2026
✔️ Spacious multi-level floor plan
✔️ Large eat-in kitchen
✔️ Multiple living/relaxation spaces
✔️ Primary suite with private bath
✔️ Flexible third-floor bedroom/den
✔️ Less than 5 miles to Lewes Beach
✔️ Under 1.5 miles to downtown Lewes & 2nd Street
✔️ Excellent home base for a late-summer or fall beach escape
Don't wait for next summer—Lewes is a destination worth visiting year-round. Book your remaining 2026 getaway at 12 Canary and enjoy the beaches, restaurants, shopping, history, events, and coastal charm of one of Delaware's most beloved beach towns.
All VRBO reservations are a booking request only until confirmed by Property Manager. You will be required to sign a Residential Lease Agreement and make your payment within the required deadlines provided or your booking request will be cancelled. As a property manager, we welcome “Special Event” rentals. All properties are individually owned and not all properties are available for “Special Event” rentals. Credit Card payments subject to 2% fee.
Professionally Managed by Coldwell Banker Premier.
Delaware License #2025701763
Amenities at 12 Canary Dr. – Pilottown Village, Private Saltwater Pool, Minutes to Downtown Lewes & Lewes Beach
Non-smoking
No pets allowed
Family friendly
Map of Sussex County, DE
Ratings and reviews
10 / 10Outstanding·May 2026
The house was great. It was clean and we had plenty of room to entertain.
$$$$
Top rated by guests
8Excellent
(3 Ratings)
"The house was great. It was clean and we had plenty of room to entertain."
D J.Don't miss out! Price and availability may change
