Short-Term Rentals in 2nd Time Designs, DE: Compare 10+ Sites & Save

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298 Best Short-Term Rentals in 2nd Time Designs (Starting from $177)

The Peninsula - 22198 Dune Cir
The Peninsula - 22198 Dune Cir
House
Millsboro, DE, USA
2.2k from 2nd Time Designs center

Accommodations, Pools, Villas, Vacation homes, Cottages, Lodgings, Jacuzzis, Places to stay

4 Bedrooms8 Guests
New to Booking
$425
Average price / night
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Spacious Millsboro Home on 16 Peaceful Acres
Spacious Millsboro Home on 16 Peaceful Acres
House
Millsboro, DE, 19966, United States
0.9k from 2nd Time Designs center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Kitchen, Microwave, No Smoking

3 Bedrooms8 Guests
New to Booking
$254
Average price / night
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The Peninsula - 22310 Dune Cir #73
The Peninsula - 22310 Dune Cir #73
House
Millsboro, DE, USA
2.2k from 2nd Time Designs center

Accommodations, Pools, Villas, Vacation homes, Cottages, Lodgings, Hot tubs, Places to stay

4 Bedrooms10 Guests
New to Booking
$383
Average price / night
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Cozy cottage by the bay with boat parking
Cozy cottage by the bay with boat parking
House
Millsboro, DE, 19966, United States
1.1k from 2nd Time Designs center

AC, Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms5 Guests
9.8

Exceptional

13 reviews

$322
Average price / night
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The Peninsula - 22308 Dune Cir 74
The Peninsula - 22308 Dune Cir 74
Apartment
Millsboro, DE, USA
2.2k from 2nd Time Designs center

Apartments, Accommodations, Pools, Lodgings, Hot tubs, Places to stay

4 Bedrooms10 Guests
New to Booking
$423
Average price / night
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Cozy 3-bedroom house in enjoyable Long Neck Delaware, By the Indian River bay
Cozy 3-bedroom house in enjoyable Long Neck Delaware, By the Indian River bay
House
Millsboro, DE, 19966, United States
1.3k from 2nd Time Designs center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms8 Guests
10.0

Exceptional

11 reviews

$275
Average price / night
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The Peninsula - 24647 Navigators Walk
The Peninsula - 24647 Navigators Walk
House
Millsboro, DE, USA
2.3k from 2nd Time Designs center

Accommodations, Pools, Villas, Vacation homes, Cottages, Lodgings, Hot tubs, Places to stay

5 Bedrooms10 Guests
New to Booking
$408
Average price / night
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Golf, Pools, Tennis and more! 23704 Brickwalk Drive
Golf, Pools, Tennis and more! 23704 Brickwalk Drive
House
Millsboro, DE, 19966, United States
1.6k from 2nd Time Designs center

AC, Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet, Kitchen

5 Bedrooms12 Guests
New to Booking
$529
Average price / night
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The Peninsula - 33129 Serenity Circle #87
The Peninsula - 33129 Serenity Circle #87
House
Millsboro, DE, USA
2.5k from 2nd Time Designs center

Accommodations, Pools, Villas, Vacation homes, Cottages, Lodgings, Hot tubs, Places to stay

4 Bedrooms14 Guests
New to Booking
$624
Average price / night
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Elegant 5BD Escape in Secure Community
Elegant 5BD Escape in Secure Community
House
Millsboro, DE, 19966, United States
1.7k from 2nd Time Designs center

AC, Balcony, Dryer, Fitness Equipment, Free Parking, Heater, Internet, Kitchen, Laundry

5 Bedrooms10 Guests
New to Booking
$597
Average price / night
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The Peninsula - 27606 S Nicklaus Ave
The Peninsula - 27606 S Nicklaus Ave
House
Millsboro, DE, USA
2.5k from 2nd Time Designs center

Accommodations, Pools, Villas, Vacation homes, Cottages, Lodgings, Jacuzzis, Places to stay

5 Bedrooms14 Guests
New to Booking
$638
Average price / night
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Beautiful New Construction Home! 23736 Brickwalk Drive
Beautiful New Construction Home! 23736 Brickwalk Drive
House
Millsboro, DE, 19966, United States
1.8k from 2nd Time Designs center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave

6 Bedrooms14 Guests
New to Booking
$486
Average price / night
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Fabulous on the Fairway!
Fabulous on the Fairway!
Apartment
Millsboro, DE, USA
3.2k from 2nd Time Designs center

Parking, Restaurant, Fireplace/Heating, Child Friendly, Oceanfront, Wellness Facilities, Wheelchair Accessible

3 Bedrooms6 Guests
New to Booking
$246
Average price / night
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Resort Retreat * Trails * Free Bikes * Peninsula Club
Resort Retreat * Trails * Free Bikes * Peninsula Club
House
Millsboro, DE, 19966, United States
1.9k from 2nd Time Designs center

AC, Arcade, Balcony, Crib, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub

5 Bedrooms10 Guests
10.0

Exceptional

1 reviews

$415
Average price / night
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Deck and Indian River Bay Views Coastal Cottage
Deck and Indian River Bay Views Coastal Cottage
House
Millsboro, DE, USA
3.8k from 2nd Time Designs center

Cheap, Accommodations, Parking, Villas, Vacation homes, Spa, Cottages, Lodgings, Vacation rentals

2 Bedrooms7 Guests
10.0

Exceptional

2 reviews

$177
Average price / night
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Elegant coastal retreat with golf course & pond views and bayside beach
Elegant coastal retreat with golf course & pond views and bayside beach
House
Millsboro, DE, 19966, United States
1.9k from 2nd Time Designs center

AC, Arcade, Balcony, Barbecue, Dryer, Elevator, Fireplace, Fitness Equipment, Free Parking

4 Bedrooms8 Guests
New to Booking
$541
Average price / night
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Dream Cottage in Lewes
Dream Cottage in Lewes
House
DE, USA
5.3k from 2nd Time Designs center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay, Self-catering

4 Bedrooms9 Guests
8.0

Good

1 reviews

$318
Average price / night
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The Peninsula- 5 Star Resort-Townhome (Near Rehoboth)
The Peninsula- 5 Star Resort-Townhome (Near Rehoboth)
House
Millsboro, DE, 19966, United States
1.9k from 2nd Time Designs center

AC, Arcade, Balcony, Dryer, Fireplace, Fitness Equipment, Free Parking, Hot Tub, Internet

4 Bedrooms10 Guests
9.6

Exceptional

32 reviews

$416
Average price / night
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Angola By The Bay - 23730 Elmwood Ave E
Angola By The Bay - 23730 Elmwood Ave E
House
Lewes, DE, USA
5.3k from 2nd Time Designs center

Accommodations, Pools, Villas, Vacation homes, Cottages, Lodgings, Places to stay

1 Bedroom11 Guests
New to Booking
$353
Average price / night
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32904 Shadeland - Brand new in the Peninsula
32904 Shadeland - Brand new in the Peninsula
House
Millsboro, DE, 19966, United States
1.9k from 2nd Time Designs center

AC, Arcade, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Hot Tub, Internet

5 Bedrooms12 Guests
10.0

Exceptional

12 reviews

$480
Average price / night
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Beach Haven Hideaway - 10 miles to the beach
Beach Haven Hideaway - 10 miles to the beach
House
Millsboro, DE, 19966, United States
2.0k from 2nd Time Designs center

AC, Dryer, Free Parking, Heater, Internet, Laundry, Microwave, No Smoking, TV

2 Bedrooms7 Guests
New to Booking
$238
Average price / night
Check Availability
Sleeps 12_5BR_FirePit+Pool_Linens Included
Sleeps 12_5BR_FirePit+Pool_Linens Included
House
Millsboro, DE, 19966, United States
2.0k from 2nd Time Designs center

AC, Balcony, Barbecue, Crib, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub

5 Bedrooms12 Guests
New to Booking
$548
Average price / night
Check Availability
New Peninsula Home with four bedrooms! 33033 Conservation
New Peninsula Home with four bedrooms! 33033 Conservation
House
Millsboro, DE, 19966, United States
2.0k from 2nd Time Designs center

AC, Arcade, Balcony, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen

4 Bedrooms10 Guests
10.0

Exceptional

5 reviews

$364
Average price / night
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1st floor suite, EV car charger, 6 patios&porches at 5 star Peninsula resort!
1st floor suite, EV car charger, 6 patios&porches at 5 star Peninsula resort!
House
Millsboro, DE, 19966, United States
2.0k from 2nd Time Designs center

AC, Balcony, Barbecue, Crib, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater

4 Bedrooms11 Guests
10.0

Exceptional

22 reviews

$376
Average price / night
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The Peninsula townhome w/ indoor/outdoor pools, on-site golf & tennis/pickleball
The Peninsula townhome w/ indoor/outdoor pools, on-site golf & tennis/pickleball
House
Millsboro, DE, 19966, United States
2.2k from 2nd Time Designs center

AC, Arcade, Balcony, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub, Kitchen

4 Bedrooms8 Guests
8.4

Very Good

7 reviews

$309
Average price / night
Check Availability
The Peninsula spacious home w/community pool, hot tub, tennis courts
The Peninsula spacious home w/community pool, hot tub, tennis courts
Condo
Millsboro, DE, 19966, United States
2.2k from 2nd Time Designs center

AC, Dryer, Fitness Equipment, Free Parking, Hot Tub, Internet, Kitchen, Laundry, Living Area

4 Bedrooms10 Guests
10.0

Exceptional

1 reviews

$393
Average price / night
Check Availability
Spacious 5BR family-friendly house located in the Peninsula community.
Spacious 5BR family-friendly house located in the Peninsula community.
House
Millsboro, DE, 19966, United States
2.2k from 2nd Time Designs center

AC, Arcade, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet, Kitchen

5 Bedrooms16 Guests
New to Booking
$546
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Short-Term Rentals in 2nd Time Designs.

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Frequently Asked Questions

You can explore 298 verified short-term rentals in 2nd Time Designs, including apartments, houses, and furnished stays suitable for both travel and temporary living.

Short-term rental prices in 2nd Time Designs vary depending on location, property size, and travel dates. Rates typically start from around $177 per night, with higher prices for premium properties or peak seasons.

Many short-term rentals in 2nd Time Designs include Wi-Fi, making them suitable for remote work. Some listings also provide dedicated workspaces, but it is recommended to check property details for specific features.

Booking 30 to 45 days in advance is generally recommended for the best availability. For peak travel periods or major events in 2nd Time Designs, booking earlier can help secure better options.

In many cases, utilities such as electricity, water, and internet are included in the rental price. However, this can vary by property, so it is important to review the listing details before booking.

Short-term rentals in 2nd Time Designs often include amenities such as Laundry, Fireplace/Heating, and Pool, providing a comfortable and convenient stay.

Short-term rentals in 2nd Time Designs are often used for flexible stays, including work trips or temporary housing, while vacation rentals are typically geared toward leisure stays in tourist areas. Both offer furnished, home-like accommodations.