10/10 Excellent
Elizabeth R.
Oct 30, 2025
Liked: Cleanliness
Elizabeth R.
Stayed 7 nights in Sep 2025
Entire home
Dog Friendly Private Pool Dewey Beach 2nd Ocean Block Home
Vacation home in Dewey Beach with private pool and kitchen
Choose dates to view prices
Photo gallery for Dog Friendly Private Pool Dewey Beach 2nd Ocean Block Home
Reviews
9.89.8 out of 10
Exceptional
Entire home
5 bedrooms3 bathroomsSleeps 122200 sq ft
Popular amenities
- Pool
- Kitchen
- Washer
- Dryer
- Pet friendly
- Free WiFi
Explore the area
Dewey Beach, DE
- Fifer Orchards Local-Fresh Market - Dewey BeachPlace, Fifer Orchards Local-Fresh Market - Dewey Beach1 min walk
- Dewey BeachPlace, Dewey Beach5 min walk
- Rehoboth BeachPlace, Rehoboth Beach2 min drive
- Georgetown, DE (GED-Sussex County)Airport, Georgetown, DE (GED-Sussex County)27 min drive
Room options
About the neighborhood
Dewey Beach
Located in Rehoboth by the Sea, this vacation home is next to Fifer Orchards Local-Fresh Market - Dewey Beach and East of Maui. The vacation home includes a private pool, a kitchen, and a patio.
What's nearby
- Fifer Orchards Local-Fresh Market - Dewey Beach - 1 min walk - 0.0 miles
- Dewey Beach - 5 min walk - 0.3 miles
- Bottle & Cork - 9 min walk - 0.5 miles
- Rehoboth Beach - 2 min drive - 0.7 miles
- Rehoboth Beach Boardwalk - 3 min drive - 1.5 miles
Getting around
- Georgetown, DE (GED-Sussex County) - 30 min drive
Restaurants
- The Starboard - 8 min walk
- Woody's Dewey Beach - 9 min walk
- Dewey Beer Co. - 7 min walk
- Starboard Claw - 9 min walk
- Rehoboth Ale House - 8 min walk
About this property
Entire place
You'll have the entire home to yourself and will only share it with other guests in your party.
Dog Friendly Private Pool Dewey Beach 2nd Ocean Block Home
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
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
The vacation home is air-conditioned and features a kitchen, 3 bathrooms, and a patio, and there's space to spread out with 5 bedrooms. Guests can enjoy a Smart TV and stay connected with free WiFi. Other standard amenities include a private pool, a washing machine, and a fenced private yard.
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Property amenities
Beach
- Beach nearby
Pool/Spa
- Heated pool
- Private pool
Internet
- Available in the house: Free WiFi
Parking and transportation
- Electric car charging station on site
- Parking on site
Kitchen
- Coffee/tea maker
- Cookware, dishware, and utensils
- Dishwasher
- Kitchen island
- Microwave
- Oven
- Refrigerator
- Stovetop
- Toaster
Dining
- Dining table
Bedrooms
- 5 bedrooms
Bathroom
- 3 bathrooms
- Bathtub or shower
- Shower
Living spaces
- Dining table
- Living room
Entertainment
- Smart TV with cable/satellite channels
Outdoor areas
- Barbecue grill
- Fenced yard
- Patio
Laundry
- Laundry facilities
- Washing machine
Comfort
- Air conditioning
- Heating
Pets
- Pet friendly
Suitability/Accessibility
- Smoking not allowed
Services and conveniences
- Iron/ironing board
Location highlights
- In the city center
- Near a health/beauty spa
- Near a hospital
- Near an outlet shopping mall
- Near the bay
- Near the sea
Things to do
- Heated pool
- Optional golf privileges
- Water park
- Basketball nearby
- Birdwatching nearby
- Casino nearby
- Cycling nearby
- Ecotours nearby
- Fishing nearby
- Ice skating nearby
- Jet skiing nearby
- Kayaking nearby
- Motor boating nearby
- Parasailing nearby
- Surfing/bodyboarding nearby
- Swimming nearby
- Theme park nearby
- Whale watching nearby
- Wildlife walks nearby
- Windsurfing nearby
- Winery tours nearby
Safety features
- Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
- Smoke detector (host has indicated there is a smoke detector on the property)
- First aid kit
- Fire extinguisher
- Deadbolt lock
General
- Electric car charging station
- Unit size: 2,200 square feet
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
Special check-in instructions
You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools
Rules
High-risk rentals and special events are strictly prohibited at this property. This includes bachelor parties, senior weeks, and large groups.
Pets
- This property welcomes pets
- Service animals exempt from fees
Children and extra beds
Children allowed: ages 0-17
Events
No events allowed
Smoking
Smoking is not permitted
Important information
You need to know
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
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock
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
- Check-in: 3:00 PM
- Check-out: 10:00 AM
- Minimum check-in age: 25
We should mention
Details about charges, deposits, or other important information:
- This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
- Charges for extra guests may apply and vary depending on the property's policy.
- A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
- Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
- Onsite parties or group events are strictly prohibited.
- Onsite safety features include a carbon monoxide detector, a fire extinguisher, a smoke detector, a first aid kit, and a deadbolt lock.
Property is also known as
849621
Frequently asked questions
What is there to do within easy reach of this vacation home?
This vacation home is situated in Rehoboth by the Sea, just steps from Fifer Orchards Local-Fresh Market - Dewey Beach and East of Maui, and within a short walk of Dewey Beach. You'll also find Silver Lake and Bottle & Cork less than a mile away.
Will I be able to park at this vacation home?
Yes, there is electric car charging available.
Is this vacation home associated with a casino?
No, this vacation home is not connected to a casino.
Is there an indoor pool at this vacation home?
No, there is no indoor pool at this vacation home; however, the accommodation features a private pool.
What amenities will couples enjoy at Dog Friendly Private Pool Dewey Beach 2nd Ocean Block Home?
Amenities that appeal to couples at this vacation home include a private pool, a kitchen, and a smart TV.
Are there hot tubs at Dog Friendly Private Pool Dewey Beach 2nd Ocean Block Home?
No, but this vacation home does have a heated pool.
Does this vacation home provide breakfast?
No, this vacation home doesn't offer breakfast.
Does this vacation home allow pets to stay for free?
Although pets can't stay for free, they are welcome at this vacation home.
Are there connecting rooms at this vacation home?
No, there aren't connecting rooms at this vacation home.
What is the closest airport to this vacation home?
The closest major airport to this vacation home is Georgetown, DE (GED-Sussex County), which is 18.3 mi away (30 minutes by car). Another top airport is Cape May, NJ (WWD-Cape May County), which is located 29.4 mi away (92-minute drive).
Are there rooms with balconies that I can book at Dog Friendly Private Pool Dewey Beach 2nd Ocean Block Home?
Yes, every accommodation at Dog Friendly Private Pool Dewey Beach 2nd Ocean Block Home comes with a deck.
Dog Friendly Private Pool Dewey Beach 2nd Ocean Block Home Reviews
Reviews
9.8
Exceptional
All reviews shown are from real guest experiences. Only travelers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
Rating 10 - Excellent. 9 out of 10 reviews
10 - Excellent
9
Rating 8 - Good. 1 out of 10 reviews
8 - Good
1
Rating 6 - Okay. 0 out of 10 reviews
6 - Okay
0
Rating 4 - Poor. 0 out of 10 reviews
4 - Poor
0
Rating 2 - Terrible. 0 out of 10 reviews
2 - Terrible
0
9.8/10
Cleanliness
Reviews
10/10 Excellent
John T.
Aug 8, 2025
Liked: Cleanliness
Clean and comfortable with great pool and close proximity to Dewey Beach and restaurants.
John T.
Stayed 7 nights in Jul 2025
10/10 Excellent
Rick J.
Jul 26, 2025
Liked: Cleanliness
great for family vacation at beach.Couple comments:1. Linen package didn’t include one of the beds.2. Description said EV charging cable available upon request. It took some back and forth to get cable, and we were told owner was gonna change the description about cable availability. Personally, I think the charging cable is a selling point. We had two EV’s, and it was a selling point for us.
Rick J.
Stayed 7 nights in Jul 2025
10/10 Excellent
Allison M.
Jul 8, 2025
Liked: Cleanliness
Great location! Excellent for families with kids!!
We stayed here with 8 adults and 4 children and everyone had a great time! We loved the proximity to the beach and Rehoboth!! The house was well-maintained and the perfect fit for our group. We would definitely stay here again!!
Allison M.
Stayed 7 nights in Jun 2025
10/10 Excellent
Marilyn S., Beaver Dam
Jun 29, 2025
Liked: Cleanliness
Location, location, location!
Fantastic location, walking distance to everything. Property mgr was exceptionally responsive to our needs. Pool was a hit sunce it was so hot and humid. We wete in it twice a day! Bedroooms comfortable and kitchen had all we needed for mesl prep.
Marilyn S.
Stayed 7 nights in Jun 2025
10/10 Excellent
Patricia D.
Jun 13, 2025
Liked: Cleanliness
It was such a wonderful stay with our family. We loved the easy access to downtown Dewey or rehobeth. The pool was such a bonus for two little girls age 4 and 7. The house had anything and everything that we could have imagined. It was nicely decorated as well. Highly recommend!!
Patricia D.
Stayed 4 nights in Jun 2025
10/10 Excellent
Dale B., Chambersburg, USA
Oct 4, 2024
Liked: Cleanliness
Family Vacation
Calm, peaceful location convenient to many activities. Space met the needs for all ages.
Dale B.
Stayed 7 nights in Sep 2024
10/10 Excellent
Janet K., Huntingdon Valley, Pennsylvania
Sep 18, 2024
Liked: Cleanliness
We had a wonderful time!
Thank you for sharing your lovely home with us! We all enjoyed the casual and relaxed spirit of this home. It was clean, well-equipped, spacious, and welcoming. Close to the beach and an adorable farm market with everything we needed. Lovely vacation!!
Janet K.
Stayed 7 nights in Aug 2024
10/10 Excellent
Bridget M.
Aug 31, 2024
Liked: Cleanliness
Super
We stay at the beach every summer, first time with a pool. I was surprised at how wonderful it was to have a pool. Fun for the kids in the evening while we made dinner. There was plenty of sleeping space but it didn’t feel crowded. The house was very clean the the kitchen well stocked and the location could not have been better.
Bridget M.
Stayed 7 nights in Aug 2024
8/10 Good
Thomas R., New York
Jun 21, 2024
Liked: Cleanliness
Lovely & Peaceful!
The home is a perfect blend of beach cozy w/modern day comforts, convenience of location and your own pool! Really Love the location and easy walk to Fifer’s, the beach and into Dewey for lunches and dinners too. The only constructive feedback I’d give is to update the listing to properly reflect the home doesn’t have a Primary Bedroom w/En Suite. None of the five bedrooms has a bathroom directly or privately attached. For this Renter, w/Family and Friends invited, that distinction is very important prior to booking. It felt purposely misleading and having that prior knowledge would certainly help to avoid confusion and any arrival disappointments of future renters. Other than that PR mistake we loved the home. Thank You!
Thomas R.
Stayed 7 nights in Jun 2024