Waterfront Vacation Rentals | Chesapeake Paradise MD | Chesapeake Paradise House, Cottages & Suites

Stunning Views, Pier, Casual Luxury Spacious + Cozy Chesapeake Paradise House-6+br4ba

Deale, MD

Chesapeake Paradise ("The Paradise") is a stunning, recently remodeled, luxurious, two-story 6+ bedroom 4 bath waterfront home with stunning views, sh...

Starting from $ 999/ Night

7 Bedrooms
4 Bathrooms
13 Guests

Chesapeake Paradise LITE 4-5 Br 3 Ba Delightful Country-like Waterfront Space

Deale, MD

This is a fabulous 4-5 bedroom 3-ba House, affectionately called Porchlandia, with spectacular views on a lush, waterfront point! Shady waterfront law...

Starting from $ 897/ Night

5 Bedrooms
3 Bathrooms
9 Guests

Waterfront Wonder Cottage @ChesapeakeParadise Kayaks/Dogs OK

Deale, MD

Escape the city hustle to relax on the Chesapeake! Savor our three-bedroom Cottage in this peaceful western shore spot where only our invited guests w...

Starting from $ 279/ Night

3 Bedrooms
2 Bathrooms
8 Guests

Sunrise Suite Exquisite Bay View Peaceful Luxury in a Romantic/Spiritual Space

Deale, MD

Upscale luxury. relaxing romantic suite w/spectacular views. You won't want to leave your bed/bath! Brand new top floor of fabulous house on lush, w...

Starting from $ 229/ Night

1 Bedrooms
1 Bathrooms
2 Guests

Fun Romantic Sky-Lit Flat + Dazzling Views Solarium at Chesapeake Paradise

Deale, MD

Your party will have two lovely private spaces, connected by a door, on the second floor of the Chesapeake Paradise House. 1) THE FLAT PLUS ["The...

Starting from $ 199/ Night

2 Bedrooms
1 Bathrooms
4 Guests

Five Luxurious Choices

Stunning Views, Pier, Casual Luxury Spacious + Cozy Chesapeake Paradise House-6+br4ba

Chesapeake Paradise LITE 4-5 Br 3 Ba Delightful Country-like Waterfront Space

Waterfront Wonder Cottage @ChesapeakeParadise Kayaks/Dogs OK

Sunrise Suite Exquisite Bay View Peaceful Luxury in a Romantic/Spiritual Space

Fun Romantic Sky-Lit Flat + Dazzling Views Solarium at Chesapeake Paradise