Dog Friendly Private Pool Dewey Beach 2nd Ocean Block Home | House in Dewey Beach

10.0 (11 Reviews) |   Pet Friendly   5 Bedrooms  3 Bathrooms  12 Guests
Ann Acres House | Dog Friendly Private Pool Dewey Beach 2nd Ocean Block Home

5 Bedroom House in Ann Acres, Dewey Beach

Welcome to 118 Chicago Street, a charming single-family home nestled in the Rehoboth By the Sea community, just 1.5 blocks from the heart of Dewey Beach. This coastal retreat offers the ideal blend of comfort and convenience, placing you within walking distance of Dewey's vibrant nightlife, exciting water sports, and the Jolly Trolley, which provides easy access to the boardwalk, shops, and dining in nearby Rehoboth Beach.
Recently upgraded, the home features a private heated pool, a spacious rear patio with ample seating, a fire pit, a gas grill, and an outdoor shower with a private changing room. Comfortably accommodating 12 guests, the main level features a cozy living room, a kitchen overlooking the pool area, one bedroom, a hall bath, and a dining space ideal for family meals. The second floor features four generously sized bedrooms and two additional bathrooms, offering ample space for everyone.
Set on a quiet, family-friendly street lined with mature trees and lush landscaping, the home also includes off-street parking for six vehicles and a Universal 220/240 EV cable stored in the laundry room for guest use. The private pool is open from May through October. Additional amenities include ceiling fans, Wi-Fi, a washer and dryer, and accommodations for two dogs with a pet fee (no cats permitted). Linens are not supplied, but rental packages are available for your convenience.
For a memorable beach getaway in the heart of Dewey Beach, this home offers an unbeatable combination of location, comfort, and amenities. Please note that the VRBO service fee is charged separately by VRBO and is not imposed by the Host. As a result, your credit card will reflect two separate charges: one from VRBO for the service fee and one from the Host for the rental charges. The VRBO service fee will not appear on the Rental Agreement. Delaware Accommodations Intermediary #2024713094

Dog Friendly Private Pool Dewey Beach 2nd Ocean Block Home is located in Ann Acres. Dog Friendly Private Pool Dewey Beach 2nd Ocean Block Home provides accommodation, featuring Pet Friendly, TV, View, among other amenities. This House features Air Conditioner, Parking and Pet Friendly to make your stay a comfortable one.

Dog Friendly Private Pool Dewey Beach 2nd Ocean Block Home has 5 Bedrooms , 3 Bathrooms, and max occupancy of 12 people. The minimum rental for this property is 1 nights, but this can change depending on the season you plan on staying. Previous guests have given good rated it, and VRBO labeled it a top-rated House because of the excellent services rendered by the owner or manager of this House, and has consistently provided great experiences for their guests. Most families or guests that use it recommend it to their friends and some of them are repeat guests. House has a friendly neighborhood, and the Ann Acres has interesting places to visit. If you want to learn more about the House in Ann Acres, such as places to visit and things to do nearby, you can check below to learn more.

Show more
OneKey Logos

This Property is OneKey Eligible

Earn OneKeyCash for every dollar spent on eligible vacation rentals, villas, cottages, cabins, and more when you book on Vrbo.

JOIN TODAY

Amenities

Air Conditioner
Parking
Pet Friendly
Pool
TV
View
Private Pool
Ocean View
Balcony/Terrace
Oceanfront
Security/Safety
Sports/Activities
Fireplace/Heating
Barbecue/Outdoor Cooking
Child Friendly
Internet
Kitchen
Laundry

Facility Overview

Air Conditioner
  • Heating
  • Air conditioning
Bathrooms
  • 3 bathrooms
  • Bathtub or shower
Bedroom
  • 5 bedrooms
  • Dining table
Kitchen
  • Kitchen island
  • Dishwasher
  • Cookware/dishes/utensils
  • Toaster
  • Microwave
  • Oven
  • Stovetop
  • Coffee/tea maker
  • Refrigerator
Laundry
  • Laundry facilities
  • Washing machine and dryer
  • Near laundromat
Ocean view
  • Near the beach
Parking
  • Onsite parking
  • Electric car charging station on site
Pet Friendly
  • Service animals exempt from fees
  • Pet friendly
Accessibility
  • Smoke-free property
Activities
  • Water park
  • Surfing/body boarding nearby
  • Kayaking nearby
  • Wildlife and game walks nearby
  • Power boating nearby
  • Fitness facilities nearby
  • Casino nearby
  • Parasailing nearby
  • Whale watching nearby
  • Basketball nearby
  • Golf privileges
  • Jet skiing nearby
Entertainment
  • Smart TV with cable/satellite service
General
  • Unit size: 2200 sq ft (204 sq m)
  • English
  • Near the sea
  • In the city center
  • Near a hospital
  • Near a health or beauty spa
  • Near outlet shopping
  • Near the bay
Guest Services
  • Iron/ironing board
Internet
  • Free WiFi
Outdoors
  • Patio
  • Barbecue grill
  • Fenced yard
Security/Safety
  • Smoke detector installed (host has indicated there is a smoke detector on the property)
  • Carbon monoxide detector installed (host has indicated there is a carbon monoxide detector on the property)
  • Fire extinguisher
  • First aid kit
  • Deadbolt lock
Spa
  • Private pool
  • Heated pool

Policies

Check-in
Check-in time starts at 3:00 pm contactless check-in available minimum check-in age: 25
Check-out
Check-out before 10:00 am
Child Policy
Children are welcome.
Event Policy
No events allowed
Pet Policy
Pets allowed service animals are welcome, and are exempt from fees
Smoking Policy
Smoking is not permitted

Extra-person charges may apply and vary depending on property policy government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges host has indicated there is a carbon monoxide detector on the property host has indicated there is a smoke detector on the property onsite parties or group events are strictly prohibited safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed this property is managed through our partner, vrbo. you will receive an email from vrbo with a link to a vrbo account, where you can change or cancel your reservation

Reviews

John T.
Aug 9, 2025 04:57:50 AM
Review Score:   10
Summary: Clean and comfortable with great pool and close proximity to Dewey Beach and restaurants.
See All Reviews

FAQ's

Is this property pet-friendly for guests?

Yes, pets are allowed at this property. Check the guest reviews to learn what guests had to share.

Does the property have a swimming pool?

Yes, this Ann Acres house has a swimming pool. Check the Facility Overview section for details about the pool and other available facilities.

How much does it cost per night to stay in property?

Best-rates for the Ann Acres house starts from $942 per night with includes Pool, Balcony/Terrace, Security/Safety, Sports/Activities, Child Friendly, Air Conditioner, Internet, Laundry, Private Pool, Ocean View, Oceanfront, Pet Friendly, TV, View, Kitchen, Fireplace/Heating, Barbecue/Outdoor Cooking, Parking with all other facilities. matches every traveler with their perfect accommodation, whether you are traveling with a group, friends, family, or pets.

Is property a family-friendly place to stay?

Based on the information we have received from the owner or our partner, this is considered to be a family-friendly property. Families have rated this house Good or guests have recommended them suitable for families. As reported by the owner or manager, the house has specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.

Is the property wheelchair accessible or offer services for disabled guests?

Based on the information received from our partner, the Ann Acres house has not specified they are wheelchair accessible. Likewise, there is not an elevator specified as being available at the property. Specific accessibility details may be addressed in the property details section of this page.

What is the minimum night stay policy for the property?

Based on the information reported by the owner or manager, the Ann Acres house indicates 1 day stay policy at this house. Guests are cautioned that the minimum stay policy may differ based on seasonality or availability and may be at the discretion of the owner or manager.

What cancellation policy is in place for property?

Guests are cautioned that the cancellation policy may differ based on seasonality, availability, or current travel restrictions. Guests should also be aware that this policy may be subject to change and should be confirmed prior to booking. More details may be available on this page in the property description. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.

Check House Availability
Nightly rates from:
USD942
You will be redirected to  
Hot Deal - It has been viewed 40 times today
Not the right fit? Check out our other properties in Ann Acres
Rehoboth Beach-Luxury Villa-Linens Included From US $290
         

10.0 (34 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool
Oyster Bay Villas - 20411 Jeb Dr, Unit #36 From US $327
         

9.9 (10 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • Pool
Oyster Bay Villas - 37500 Kaitlyn Dr Unit #23 From US $584
         

|
9.4 (8 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • Pool
Oyster Bay Villas - 20411 Jeb Dr Unit #37 From US $433
         

|
9.0 (14 Reviews)
House
  • Air Conditioner
  • Pool
  • View
Dewey Villas - 24 Dickinson Ave, Unit #8B From US $280
         

|
3.0 (2 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • Pool
Stunning Home w/Pool! 10BR/9.5BA, Sleeps 22 From US $1,603
         

10.0 (52 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pet Friendly
Luxury home Beach Front From US $4,820
         

|
New
Villa
  • Air Conditioner
  • Parking
  • Pet Friendly
"Beach Block! Pool, Roof Deck, 7BR/6BA, Sleeps 16 From US $1,118
         

The Bay Resort From US $80
         

|
8.1 (732 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly