
Holiday rentals with a hot tub near Chesapeake Bay
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Top-rated rentals with a hot tub near Chesapeake Bay
Guests agree: these stays are highly rated for location, cleanliness and more.

Modern Creekside Escape: HotTub-Lux Shower-FirePit
Escape to this beautifully remodeled guest cottage, designed for an unforgettable stay. Nestled in a serene 6.5-acre setting with private creek views, it's just minutes from shopping, breweries, and dining. Wake up to breathtaking scenery, unwind in a peaceful setting, and enjoy modern amenities. Relax by the fire pit or soak in the hot tub. Perfect for a romantic retreat or a fun-filled family getaway in the Historic Triangle. Unmatched comfort, charm, and relaxation—your perfect escape awaits!

Waterfront Cottage w Private Beach, Sauna, Hot Tub
Come relax in our delightful waterfront home decorated with classic cottage décor. Sit out on one of the two big screened-in porches, go for a swim in the shallow brackish (mostly fresh) water, relax in our hot tub, sweat in the sauna, or throw one of our crab pots in the water and enjoy the spoils of the waters off the Potomac River. Our house is situated off the Potomac on Hull Creek, which means the water is nice and shallow for little ones to play, and there are plenty of crabs to be caught!

Private Waterfront Home W/ Hot Tub, Dock & Kayaks
Soak in the waterfront hot tub or sit around the waterfront fire pit in this one story completely renovated house w/ 3 bedrooms and 2 full bath. One master bedroom with private bathroom and one bathroom for the rest of the house. Tv in each room and expansive views of the Chester River. There are tons of outdoor activities to do from fishing, kayaking, paddle boarding and biking. This is a gorgeous piece of property on Maryland’s eastern shore. Great crab houses and restaurants minutes away.

Ranch Stay- Farm Animals, Jacuzzi, Arcade, Beaches
Welcome to the Swedish Cowboy, your ultimate escape! This unique BARNDOMINIUM home is designed to offer a memorable retreat for up to four (4) guests, with the flexibility to accommodate two (2) additional guests for a small fee. Enjoy the charming backyard where you can meet a variety of fuzzy and feathered friends or head inside and play on the arcade or relax in the jacuzzi. Perfectly situated near popular beaches and bustling boardwalks, you'll have plenty of options for fun and relaxation.

"Bee-Z Haven" Waterfront Cottage on the Ware River
Curious about what makes Gloucester so wonderful? Live like a local at this Upscale Waterfront Retreat and find out for yourself why renters say "Enjoy the Breath Taking Views". Super homey and spacious living allows for guests to have memorable family & friend time. Sit around with the windows open, sipping morning coffee. Our area is quiet & very safe with free parking spaces. Shops, restaurants, hiking, lovely beaches & Colonial Williamsburg all within a short driving distance of our home.

Beach Please! River cottage w/private beach & dock
Come unwind at "Beach, Please!" Our renovated cottage on the river with a private beach and dock is waiting for you! What's there to do? There's boating, fishing, crabbing, bird watching, tanning, and hammock-napping. Need more? Ok, antique shops, breweries, wineries, live music, crab boils and oyster fests. Still need more? Cornhole, can jam, horseshoes, hiking, and swimming and tennis at the community pool. That's not all, so just trust us - you will LOVE your time in Montross, Virginia!

Waterfront, Dog-friendly, Hot Tub, Gas Fireplaces
A spectacular, spacious 2 bed, 2.5 bath, pet friendly, waterfront home with stunning, unobstructed views located directly on the Chesapeake Bay. Short walk to beach and pier and several bars and restaurants. A large gourmet kitchen provides everything you'lli need. Workout on the in-house Peleton bike & treadmill. Two cruising bikes are yours to explore town or bike to dinner. Enjoy the private hot tub and 2 gas fireplaces. Solo stove on back deck. **Message host for add’l dates**

Long Beach Cottage, Hot Tub,Wood Burning Fireplace
The cottage is waterfront and is a PERFECT spot for a WINTRY romantic couple's getaway! honeymoon/celebrations Designed with that in mind,a kitchen w/ espresso machine, living room with wood burning fire and a romantic luxurious suite with a king bed & cozy ambiance complete w/ water views and a stunning bathroom that features a double vanity,a large soaking tub,a tile shower with a soothing 3 function rain shower is complete with luxury linens, cozy robes & soft towels

Couples Cottage with Hot Tub
Wake up surrounded by greenery, sip coffee on a quiet porch, and unwind in the hot tub after a day exploring coastal Virginia. Sugartoad Cottage is a calm, plant-filled retreat designed for couples who want comfort, privacy, and walkable access to the best of small-town Chesapeake Bay life. Though located on Mathews Main Street, the cottage feels surprisingly secluded, with gardens, multiple decks, and thoughtfully designed outdoor spaces that make it easy to slow down.

Peace Point - Waterfront, Secluded, Home w/hot tub
Take a break and unwind at this peaceful oasis. Very quiet, and secluded waterfront getaway is the perfect spot to relax with nature. House is located approximately 150 feet from the creeks edge providing amazing views. Located on a very quiet and unpopulated creek (no other houses) off the Chesapeake Bay, our home offers a scenic deck with hot tub, waterfront fire pit with seating for up to six people, private floating dock with kayaks to explore the scenic creek.

Bayfront Walk-Out Beach Home | Sunrise & Fire Pit
Wake up to sunrise views over the Chesapeake Bay in this true walk-out beach home. Step directly from the property onto a sandy, shallow shoreline via short, easy steps. The bayfront beach is ideal for wading, exploring, and spending time together by the water. This modern Panabode log cabin blends rustic charm with clean, contemporary comfort. Relax on the deck, in the hot tub, by the fire pit, or on the sand.

Wigwam Lodge ~ HotTub ~ MasterSuite~Woodland Views
Wigwam Lodge is an experience nestled in a pine & hard wood forest with rural privacy. Incredibly spacious decks. Surround Forest Views inside and out! 5-min from Choptank river, 20-min from Historic Denton, Irish Pub & Grocery, 1hr from the beach. Easy PARKING 10ft from the front door. Solid WIFI! Click “Show More” Below to SEE ALL Deets...
Popular amenities for rentals with a hot tub near Chesapeake Bay
House rentals with a hot tub

The Hideaway at Mill Creek

Waterfront 4-BR home w/ hot tub & charging station

Peaceful Historic House Near Water, with Hot Tub!

Luxe Winter Retreat- 5 Star

Blue Heron WaterSide

Gunpowder Retreat

Magical wooded cottage pool +priv hottub walk2town

Private beach retreat in historic St. Mary's City
Villa rentals with a hot tub

Stay, Play, Relax, and Explore …

Welcome this beautiful single family house

Coastal Club * 3BR Luxury Villa Townhouse

Cheerful 2 Bedrooms 2 Baths @ Kings Creek Resort

The Deluxe Oasis in the West End of Richmond

Crow's Nest Cottage: Chesapeake Bay View*HOT TUB*

BOARDWALK RESORT City view Studio

Family 7 Day Get Away- Williamsburg Resort Home
Cabin rentals with a hot tub

Hot Tub, Fire Pit & Patio: A-Frame Stafford Cabin

Tranquil Timber Lodge

Waterfront Cabin on the Chesapeake

Walkersville Cabin

2-bedroom lake-house with a magnificent view

Dreamcatcher Cabin ~Scenic views with BIG sky hues

The Hepburn-Hot Tub & Fire Pit

Lakeside Cabin - Hot Tub, Firepit, Kayak, Arcade
Other holiday rentals with a hot tub

Renovated 1973 Aframe with Hot Tub

Sunrise Waterfront Potomac Beach Haus

Riverside Haven w/ Hot Tub

Cottage on Solitude Creek, Hot Tub, Pool & Firepit

Waterfront Cottage@ChesapeakeParadise Hot Tub/Dogs

Chesapeake Waterfront-Fire Pit- Hot Tub-Pier

Luxury Modern Home on Water+Hotub- Annapolis 25min

25-50% Off~Private Beach~Hot Tub~Fire Table~
Quick stats about holiday rentals with a hot tub near Chesapeake Bay

Total holiday rentals
Explore 450 holiday rentals in Chesapeake Bay

Nightly prices starting at
Chesapeake Bay holiday rentals start at £15 per night before taxes and fees

Verified guest reviews
Over 22,990 verified reviews to help you choose

Family-friendly holiday rentals
330 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 190 rentals that welcome pets

Holiday rentals with a pool
180 properties feature pools

Rentals with dedicated workspaces
260 properties have a dedicated workspace

Wifi availability
440 of Chesapeake Bay holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Chesapeake Bay rentals

4.9 Average rating
Chesapeake Bay stays are highly rated by guests – averaging 4.9 out of 5!
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- Rentals with a hot tub United States
- Virginia Beach Oceanfront
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