- Change your mindBook hotels with free cancellation
- Be pickySearch almost a million properties worldwide
Our top choices for Cheswold holiday rentals

1. Woodland Hideaway: Cozy 1 bedroom apartment tucked away in a quiet neighborhood.
Woodland Hideaway: Cozy 1 bedroom apartment tucked away in a quiet neighborhood.Dover
10.0 out of 10, Exceptional, (12 reviews)
The price is €140
includes taxes & fees
29 Nov - 30 Nov

2. 5 Minutes from Bally’s Casino, Charming 3-bed 2-bath Ranch in Dover
5 Minutes from Bally’s Casino, Charming 3-bed 2-bath Ranch in DoverDover
10.0 out of 10, Exceptional, (5 reviews)
The price is €548
includes taxes & fees
20 Nov - 21 Nov

3. Guest Suite for up to 2 in a Victorian on the Chester River
Guest Suite for up to 2 in a Victorian on the Chester RiverMillington
9.8 out of 10, Exceptional, (34 reviews)
The price is €108
includes taxes & fees
24 Nov - 25 Nov

4. Totally Remodeled Cozy Apartment. 2.5 miles to Delaware Turf!
Totally Remodeled Cozy Apartment. 2.5 miles to Delaware Turf!Frederica
9.6 out of 10, Exceptional, (25 reviews)
The price is €223
includes taxes & fees
23 Nov - 24 Nov

5. Tiny Bay House on Delaware Bay / 2 min walk to the beach / Sleeps 5
Tiny Bay House on Delaware Bay / 2 min walk to the beach / Sleeps 5Kitts Hummock
10.0 out of 10, Exceptional, (1 review)
The price is €329
includes taxes & fees
16 Nov - 17 Nov

6. Spacious 5 Bedroom w/Pool, Patio and Theater
Spacious 5 Bedroom w/Pool, Patio and TheaterMagnolia
9.2 out of 10, Wonderful, (12 reviews)
The price is €634
includes taxes & fees
17 Nov - 18 Nov

7. Walk to Bowers Beach! Peaceful Coastal Retreat
Walk to Bowers Beach! Peaceful Coastal RetreatFrederica
The price is €651
includes taxes & fees
16 Nov - 17 Nov

8. Walk to Bowers Beach! Peaceful Coastal Retreat
Walk to Bowers Beach! Peaceful Coastal RetreatFrederica
The price is €664
includes taxes & fees
16 Nov - 17 Nov

9. Come stay at our beautiful 3 bedroom home located in rural Milford De.
Come stay at our beautiful 3 bedroom home located in rural Milford De.Milford
9.8 out of 10, Exceptional, (8 reviews)
The price is €443
includes taxes & fees
16 Nov - 17 Nov
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Find holiday rentals that suit your style

Apartments

Condos




























