Vacation rentals with a pool in Kent County

The Hidden Gem•Heated pool•Pickleball Court

Beautiful spacious house and property with in ground heated pool, breeo fire pit, lots of patio space for outdoor grilling and an indoor pickleball and basketball court Pool is open April 1st to November 1st 2025 This 2 story, 6 bedroom, 4 bathroom house has all the amenities you need to make your weekend getaway or family vacation enjoyable! If you have a large group we can accommodate more guests in the cottage across the driveway. Click on my profile to find the listing (Little Gem Cottage)

Quiet Escape in the Country

Centrally located in farm country just off of Rt.1 just outside of Milford. Close to Delaware Turf. We are 20 minutes from the beach. With enough space for everyone. Grab a book and relax in a massage chair, play board games or cards, kick back and watch a movie in one of two family rooms with cable TV. The kitchen has a full size coffee maker and essentials for meal prep. With three bedrooms and 5 beds everyone can have their own space. Outside there is a fire pit, shared playground and pool.

Spacious 5 Bedroom w/Pool, Patio and Theater

This large 5 bedroom, 2.5 bathroom home in charming magnolia boasts a large, gourmet kitchen, finished basement, and an inground pool. The large island in the kitchen with an adjoining dining room allows for plenty of space for enjoying meals. The finished basement has a theater and game room perfect for an evening of family fun! The primary bathroom has a large soaker tub, double sinks, and a shower. Make lasting memories with all this home has to offer! No parties allowed at this property.

Studio apt near DE turf, beaches, &hospital

Your family will be close to everything when you stay at our centrally-located place. We are just 2 minutes from bayhealth hospital Milford campus, 10 minutes from DE turf & 20-30 minutes from all beaches. Early check in available upon request for 12:00pm, fee $100. During the summer months we offer our pool for guest use! We welcome families & fur babies! We do have 5 dogs ourself that roam freely in our backyard. PLEASE READ CANCELLATION POLICY CAREFULLY Pets crated when unattended!

The Farm at Marshtown, Dover DE

This entire house on this working farm is available all year except for a few weeks in the winter. Large grounds and pavilion. The house is located on a 500 acre farm and is very private. There may be hunters in the fields but it is very far from the house. Please ask if you want to access the fields . There are Large yards for outdoor use and plenty big enough for most activities. There are pastures for horses, cows, chicken runs, goat pens and kennels for dogs and barn cats roaming around.

Tiny house w/ Pool on water near Beaches / turf

Enjoy a peaceful waterfront stay in our custom-built tiny house, located on Cedar Creek just off Route 1. Conveniently situated only 10 minutes from Delaware Turf and 15 minutes from the beach. The home comfortably sleeps four and includes hot tub access. We live on-site and are happy to assist throughout your stay. Ideal for families, pets (please review rules under “The Space” section), contractors, and long-term renters. Perfect for travel nurses & remote workers – Monthly stays welcome!

Mini Aruba Glamper

We offer a very unique property, trailer for 2 and tent if needed for over 2 people. Located just outside of downtown Dover, you step into an outdoor paradise. Overnight guest have full access to the saltwater pool, hot tub, fire pit and gazebo with Tiki bar. Our little place can be a weekend get away for 2 or we have an additional 6 person tent if in need extra space for the family for an additional 35.00 per person a night fee plus 25.00 setup fee. Visitors not allowed access to amenities.

Legacy homes in Milford 19 ppl, 15 beds, 3 futons

Pets are not allowed.!!! This Home has 4 bedrooms, 2 full baths, 14 Twin beds, 1 queen bed, 3 futons. Accommodates up to 19 people. Police Dept is around the corner, Bayhealth Sussex Hospital is at 3 minutes, groups traveling to DE Turf Sports Complex for Soccer, Lacrosse and Field Hockey tournaments. 2 Casinos with Kick Boxing competitions, concerts. DE Beaches. Shopping centers, Parks, new Theater, lakes, River Walks and Variety of Restaurants, cafe's, Bakeries, water parks and more. Enjoy!

Romantic Cabin Retreat

Escape to the tranquil beauty of nature with a stay at our romantic cabin. Perfect for couples looking to reconnect, this cozy cabin offers privacy, comfort, & a touch of rustic charm. Inside, you’ll find a spacious bed, a private bathroom, and a kitchenette that allows you to enjoy a quiet dinner indoors, or step outside for an al fresco dining experience. You can also unwind on the private patio, warm with the fire ring, or use the picnic table for a romantic dinner or stargazing session.

THE SORA with Disco, Hot Tub & Pool

Immerse yourself in the timeless beauty of this 12 acre riverfront property. Experience the peaceful beauty of 800+ feet of direct river frontage on the deep Cohansey River. This river leads to the Delaware Bay/ Atlantic Ocean. Situated on the site of the Prestigious Sora Gun Club, this historic 3 Bedroom, 2- Baths light-filled home with magnificent great room has classical details and distinctive appointments. Additional 2 story building available to bring guest count from 8-12 w/ 1/2 bath

Harvest of tranquillity

The house sits in front of a large pond filled with fish and geese drifting peacefully upon the waters. The recreational center is located around corner from the house that can be viewed from the dining area. within my home. The recreational center provides my guests with free access to an outdoor pool, gym & exercise equipment. A key is require for entry to recreational center. There’s a basketball & tennis court also available . Bally's Casino / Mall located 4.6 mi from house.

Quiet Getaway with pool!

A perfect location in Dover that is in the center of everything. Close to Air Force base, Delaware State University, Casino, NASCAR, Firefly, Beaches and 15 minutes to DE turf. Spacious backyard with plenty of amenities for family of all sizes. A beautiful pool with a mini bar for anyone that wants to escape their busy life and just chill and relax. Lovely patio areas in the back with fire pit and bbq grill, perfect for families and friends. POOL IS CLOSED BETWEEN OCTOBER TO JUNE.