Vacation Rentals with Private Pool in Maplewood, DE: Compare 10+ Sites & Save

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  2. Vacation Rentals with Private Pool
  3.  USA

  4.  Delaware

  5.  Rehoboth Beach
  6.  Maplewood

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193 Best Vacation Rentals with Private Pool in Maplewood (Starting from $128)

Kinsale Glen - 12 Kenmare Way
Kinsale Glen - 12 Kenmare Way
House
Rehoboth Beach, DE, USA
3.5k from Maplewood center

Internet, Air Conditioner, Tv, Child Friendly, Laundry, Pool, Parking

4 Bedrooms10 Guests
New to Booking
$663
Average price / night
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Spacious & Cozy 3BR/2.5BA in Rehoboth/Lewes Townhouse! Summer 2025 OPEN!
Spacious & Cozy 3BR/2.5BA in Rehoboth/Lewes Townhouse! Summer 2025 OPEN!
House
Lewes, DE, 19971, United States
0.4k from Maplewood center

AC, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

3 Bedrooms8 Guests
9.6

Exceptional

4 reviews

$302
Average price / night
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Coastal Club --- 33718 Freeport Dr.
Coastal Club --- 33718 Freeport Dr.
House
Lewes, DE, USA
4.6k from Maplewood center

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

3 Bedrooms8 Guests
New to Booking
$351
Average price / night
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Newly Renovated Rancher Close to Restaurants and Midway Park
Newly Renovated Rancher Close to Restaurants and Midway Park
House
Rehoboth Beach, DE, 19971, United States
0.7k from Maplewood center

AC, Barbecue, Dryer, Free Parking, Internet, Laundry, Microwave, No Smoking, Pool

3 Bedrooms6 Guests
8.0

Good

2 reviews

$382
Average price / night
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Let the fun begin 🏖🏊‍♀️😁<br>Located between both beaches
Let the fun begin 🏖🏊‍♀️😁<br>Located between both beaches
Condo
Rehoboth, DE, 19971, United States
1.0k from Maplewood center

AC, Balcony, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen

2 Bedrooms5 Guests
9.8

Exceptional

10 reviews

$128
Average price / night
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Private Oasis Midway Between Historic Lewes And Rehoboth Beach
Private Oasis Midway Between Historic Lewes And Rehoboth Beach
House
Rehoboth Beach, DE, 19971, United States
1.3k from Maplewood center

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

4 Bedrooms10 Guests
9.6

Exceptional

18 reviews

$426
Average price / night
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Rehoboth Beach group getaway with private pool & 2 studio apts
Rehoboth Beach group getaway with private pool & 2 studio apts
House
Rehoboth Beach, DE, 19971, United States
1.6k from Maplewood center

AC, Arcade, Balcony, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Kitchen

5 Bedrooms24 Guests
9.4

Superb

16 reviews

$556
Average price / night
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Rehoboth Beach home with private pool, patio, fenced yard, 2 fridges, & W/D
Rehoboth Beach home with private pool, patio, fenced yard, 2 fridges, & W/D
House
Rehoboth Beach, DE, 19971, United States
1.6k from Maplewood center

AC, Barbecue, Extra Bed, Free Parking, Heater, Kitchen, Microwave, No Smoking, Patio

5 Bedrooms16 Guests
10.0

Exceptional

7 reviews

$376
Average price / night
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Family Home w/ Private Pool & Hot Tub in Lewes
Family Home w/ Private Pool & Hot Tub in Lewes
House
Lewes, DE, 19958, United States
1.8k from Maplewood center

AC, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Kitchen, Laundry, Microwave

3 Bedrooms9 Guests
7.6

Good

5 reviews

$399
Average price / night
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Family friendly bird lovers paradise with private pool
Family friendly bird lovers paradise with private pool
House
Rehoboth Beach, DE, 19971, United States
1.8k from Maplewood center

AC, Barbecue, Dryer, Extra Bed, Fireplace, Free Parking, Heater, Internet, Kitchen

4 Bedrooms15 Guests
9.6

Exceptional

35 reviews

$524
Average price / night
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Lots Of Room--Main House And Cottage With Pool (Sleeps 12)
Lots Of Room--Main House And Cottage With Pool (Sleeps 12)
House
Rehoboth Beach, DE, 19971, United States
1.9k from Maplewood center

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

6 Bedrooms12 Guests
10.0

Exceptional

87 reviews

$523
Average price / night
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4 Bed Townhome in Lewes/Rehoboth with Community Pool\n
4 Bed Townhome in Lewes/Rehoboth with Community Pool\n
House
Lewes, DE, 19958, United States
2.5k from Maplewood center

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

4 Bedrooms10 Guests
10.0

Exceptional

98 reviews

$352
Average price / night
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COASTAL COUNTRY CHIC, ~10 mins TO REHOBOTH BEACH, steps to RESTOS  &  OUTLETS.
COASTAL COUNTRY CHIC, ~10 mins TO REHOBOTH BEACH, steps to RESTOS & OUTLETS.
Condo
Rehoboth Beach, DE, 19971, United States
2.5k from Maplewood center

AC, Balcony, Dryer, Free Parking, Internet, Kitchen, Laundry, Microwave, No Smoking

2 Bedrooms6 Guests
10.0

Exceptional

32 reviews

$146
Average price / night
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Relaxing 3 Bedroom Condo In Rehoboth Close To Everything linens included
Relaxing 3 Bedroom Condo In Rehoboth Close To Everything linens included
Condo
Rehoboth Beach, DE, 19971, United States
2.6k from Maplewood center

AC, Balcony, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

3 Bedrooms8 Guests
9.8

Exceptional

91 reviews

$199
Average price / night
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205 Priscilla Circle - New listing with private pool!
205 Priscilla Circle - New listing with private pool!
House
Lewes, DE, 19958, United States
2.9k from Maplewood center

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

4 Bedrooms12 Guests
8.8

Fabulous

11 reviews

$450
Average price / night
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Pool View 3BR Condo in Flats at Coastal Station
Pool View 3BR Condo in Flats at Coastal Station
Condo
Rehoboth Beach, DE, 19971, United States
3.1k from Maplewood center

AC, Balcony, Barbecue, Dryer, Elevator, Fitness Equipment, Free Parking, Heater, Internet

3 Bedrooms8 Guests
New to Booking
$452
Average price / night
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Comfort and Convenience at the Beach...Book your Summer Vacation with us now!
Comfort and Convenience at the Beach...Book your Summer Vacation with us now!
House
Rehoboth Beach, DE, 19971, United States
3.2k from Maplewood center

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

3 Bedrooms9 Guests
10.0

Exceptional

41 reviews

$440
Average price / night
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Spacious 3BR Condo in Flats at Coastal Station
Spacious 3BR Condo in Flats at Coastal Station
Condo
Rehoboth Beach, DE, 19971, United States
3.4k from Maplewood center

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

3 Bedrooms8 Guests
New to Booking
$459
Average price / night
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Ocean Pointe East - Go to outlets, bike to the beach!
Ocean Pointe East - Go to outlets, bike to the beach!
House
Rehoboth Beach, DE, 19971, United States
3.5k from Maplewood center

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

3 Bedrooms7 Guests
9.8

Exceptional

19 reviews

$318
Average price / night
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Bay & Creek View Luxury Home | Pool, Pickleball, Near Beach
Bay & Creek View Luxury Home | Pool, Pickleball, Near Beach
House
Rehoboth Beach, DE, 19971, United States
3.6k from Maplewood center

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

4 Bedrooms8 Guests
New to Booking
$372
Average price / night
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Private Pool/FirePit 6BR Sleeps 16 Easy Bike/Walk to Downtown Rehoboth Beach
Private Pool/FirePit 6BR Sleeps 16 Easy Bike/Walk to Downtown Rehoboth Beach
House
Rehoboth Beach, DE, 19971, United States
3.6k from Maplewood center

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

6 Bedrooms16 Guests
9.6

Exceptional

73 reviews

$1020
Average price / night
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Town of Rehoboth Beach pet-friendly house w/private pool, deck, patio & balcony
Town of Rehoboth Beach pet-friendly house w/private pool, deck, patio & balcony
House
Rehoboth Beach, DE, 19971, United States
3.7k from Maplewood center

AC, Balcony, Dryer, Free Parking, Heater, Kitchen, Laundry, Living Area, Microwave

5 Bedrooms12 Guests
10.0

Exceptional

5 reviews

$802
Average price / night
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Rehoboth Beach Private Pool Sleeps 12 Parking Clean
Rehoboth Beach Private Pool Sleeps 12 Parking Clean
House
Rehoboth Beach, DE, 19971, United States
3.7k from Maplewood center

AC, Barbecue, Dryer, Extra Bed, Fireplace, Free Parking, Heater, Internet, Kitchen

5 Bedrooms12 Guests
9.2

Superb

36 reviews

$738
Average price / night
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Private Oasis with pool and hot tub and close to the beach!
Private Oasis with pool and hot tub and close to the beach!
House
Rehoboth, DE, 19971, United States
3.7k from Maplewood center

AC, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Kitchen, Laundry, Living Area

4 Bedrooms12 Guests
9.6

Exceptional

21 reviews

$684
Average price / night
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Private Pool Fire Pit Rehoboth Beach Home w/ Parking
Private Pool Fire Pit Rehoboth Beach Home w/ Parking
House
Rehoboth Beach, DE, 19971, United States
3.8k from Maplewood center

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

4 Bedrooms8 Guests
9.4

Superb

34 reviews

$880
Average price / night
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Luxurious Modern Rehoboth Beach Retreat with Pool by an Award-winning Architect
Luxurious Modern Rehoboth Beach Retreat with Pool by an Award-winning Architect
House
Rehoboth Beach, DE, 19971, United States
3.8k from Maplewood center

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

4 Bedrooms8 Guests
10.0

Exceptional

4 reviews

$1878
Average price / night
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Spacious Canal Corkran Home w/ Private Pool, 6 Bedrooms & Optional Guest Suite
Spacious Canal Corkran Home w/ Private Pool, 6 Bedrooms & Optional Guest Suite
House
Rehoboth Beach, DE, 19971, United States
3.9k from Maplewood center

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

5 Bedrooms12 Guests
New to Booking
$1083
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 Vacation Rentals with Private Pool in Maplewood.

Stay Near Maplewood's Top Attractions

VacationByOwnerRentals can help you find hotels, resorts, and rentals near many of 's top attractions, neighborhoods, and points of interest.

Maplewood Vacation Rentals with Private Pool on the Map

Frequently Asked Questions

You can explore 193 verified vacation rentals with a private pool in Maplewood. These include standalone villas and private homes where the pool is reserved exclusively for your group.

Prices for rentals with a private pool in Maplewood vary depending on the property size, location, and travel season. Rates typically start from around $128 per night, with higher prices for larger homes, prime locations, or peak travel periods.

Yes, properties listed with private pools are intended for the exclusive use of guests staying at that home. You can review listing photos and descriptions to better understand the layout and level of privacy offered.

Yes, some vacation rentals with private pools in Maplewood also welcome pets. Currently, 14 listings allow pets, although policies may vary. It’s a good idea to review any rules related to pets and outdoor areas before booking.

Private pool properties are often in high demand, especially during holidays and warmer months, so booking 90 to 120 days in advance is recommended. During quieter periods, you may still find availability closer to your travel dates.

Vacation rentals with private pools in Maplewood often include additional features such as Pool, Private Pool, and Laundry. These amenities enhance comfort and create a more relaxing, self-contained stay.

Some family-friendly vacation rentals in Maplewood include safety features such as pool fences, covers, or screened enclosures. It’s recommended to check the property details to confirm whether a specific rental meets your safety preferences.