Holiday rentals with a hot tub in Chesapeake

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Top-rated rentals with a hot tub in Chesapeake

Guests agree: these rentals with a hot tub are highly rated for location, cleanliness and more.

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Top guest favourite
The open kitchen and dining area is highlighted by bright blue walls and natural light. A spacious granite counter with bar stools invites casual dining. Nearby, a staircase leads to the upper level, while large windows provide views of the surrounding greenery.
Home in Corolla
4.96 out of 5 average rating, 280 reviews

Spotless Treehouse | Pool | HotTub | Pickle | Pets

Sparkling and renovated 4 br/3 ba beach home is a 2500 ft2 tree house come to life w/ 6 decks, chef’s kitchen with open plan layout and 20’ ceilings, private pool (heat opt) with gas BBQ, screened in porch and upper hot-tub for star gazing. Spa-like bath with soaking tub and fireplace. Stunning beaches and quaint soundside sunset pier are only a short stroll or bike ride away. Conveniently located minutes from shops, restaurants and attractions while blissfully retaining the solitude of Corolla.

Guest favourite
A spacious recreational area is highlighted by a large pool table at the center. A bar area with high stools complements the setup. The walls are decorated with framed photographs, and soft lighting enhances the inviting ambiance. A coffee station is visible in the background.
Guest suite in Williamsburg
4.91 out of 5 average rating, 198 reviews

Fun Space close to Busch and Colonial w/ Hot Tub

Come for the fun to a spacious 1st floor walkout basement just 1 mile from Busch Gardens & Water Country and just 3 miles from Colonial Williamsburg & William and Mary. You'll have a large pool table, bar area, private entrance, hot tub, firepit, coffee bar, and free parking in a quiet neighborhood. Jamestown and Yorktown are also close by. The space is part of our home (the bottom floor) w/ private entry & a LOT of room. Not a time share disguised as your own space- and no sales pitches either.

Guest favourite
A wide, sandy beach is outlined by spacious condos in soft pastel colors against a clear blue sky. Fishing rods are positioned in the sand near beach carts, indicating a relaxed atmosphere. Waves gently lap at the shoreline, creating a tranquil coastal setting.
Apartment in Sandbridge
4.88 out of 5 average rating, 256 reviews

Ocean Escape

Ocean Escape, 4th floor condo in the luxuriously upscale Sanctuary Resort at False Cape in Virginia Beach, Virginia, breathtaking views of both the Atlantic Ocean and Back Bay and is a leisurely 100 step stroll to the beautiful beach and surf. Beach chairs, coolers, umbrellas, sand toys for the kids, boogie boards and two beach cruiser bikes. Community pool area, complete with Jacuzzi tub, lounge furniture, and stainless steel gas grills. The elevator is just across from dedicated parking spot.

Guest favourite
An aerial view of the property reveals a spacious backyard featuring a swimming pool surrounded by lounge chairs and inflatable pool toys. Lush greenery encircles the area, enhancing the sense of privacy, and the house is seen with its inviting deck and patio area.
Home in Portsmouth
4.93 out of 5 average rating, 144 reviews

Wooded Wonderland Miniature Golf Hot tub Pool

Make yourself at home! This property offers a warm and welcoming environment for guests, located in a quiet and established neighborhood in the middle of Portsmouth, VA. Guests should expect a clean space equipped with modern technology and appliances. Attractions aren’t too far; 41mi from Busch Gardens, 24 mi from Virginia Beach Ocean Front, 7.3 mi from Waterside District Norfolk, and 2.9 mi from Rivers Casino Portsmouth. Peaceful mornings and a comfortable stay awaits at Wooded Wonderland!

Top guest favourite
A cozy living area is furnished with two light blue sofas and a light-colored area rug. A ceiling fan hangs above, providing air circulation. In the background, a dining area with a wooden table and blue chairs is visible through an arched entryway, framed by bright natural light from window blinds.
Cottage in Norfolk
4.93 out of 5 average rating, 135 reviews

Cozy Cottage - NEW hot tub, dogs OK, fenced yard

Welcome to Wayland Beach Cottage, your home away from home! Here are some of the things you can look forward to: - queen beds - smart TVs in each room - fully equipped kitchen & laundry room - fully fenced backyard - 6-person hot tub *new!* - outdoor seating under a pergola - 4-burner gas grill - long, private driveway - speedy Wi-Fi We're nearby to so many fun things to do, shop, and eat! Bring the family, see the sights, and come relax at Wayland Beach Cottage. We'd love to have you!

Guest favourite
Home in Norfolk
4.83 out of 5 average rating, 115 reviews

Hot Tub + Walk to Beach! Fully Updated + Spacious

Discover the ideal mix of comfort and convenience at this fully renovated 3-bedroom, 2-bath rancher in Hampton Roads. Perfect for families or groups, it offers cozy beds plus a pullout couch in the versatile recreation room. Unwind with top-tier amenities like a hot tub, fire pit, and a climate-controlled game room/office. Located just one block from the beach—and complete with beach gear—you’ll enjoy effortless access to the shore and local attractions. Plan your extended stay today!

Top guest favourite
A spacious backyard is characterized by lush grass and towering trees. The back of the house features a modern deck leading to a hot tub, surrounded by a wooden railing. An additional structure is visible, presumably for storage, with a picnic table located nearby.
Home in Virginia Beach
4.85 out of 5 average rating, 111 reviews

Comfortable 3 bedroom house with deck with hot tub

Convenient to the beach and close to town center in Virginia Beach. This 3 bedroom house is located in a quiet family neighborhood. There are 2 queen beds and a full. Hardwood floors throughout. Master bedroom has a private bath and shower. High speed Fios Wifi. 48" Samsung smart TV with Netflix. Family room with large comfy couch and mounted smart TV. Large private yard, modern deck with built in Hot Springs five-person hot tub. Central air. Full sized washer/dryer.

Guest favourite
A sunset casts warm hues over the calm waters of the bay, with silhouettes of a shaded gazebo and a hammock. Weathered pilings and a single bird in flight can be seen against the vibrant sky, enhancing the tranquil atmosphere.
Home in Knotts Island
4.94 out of 5 average rating, 133 reviews

Island Lotus Yoga & Spa

A nature lover’s dream! Waterfront, ample natural light, serene beauty, and privacy can be all yours at our charming ranch right on the bay. The bay faces east, giving you the most breathtaking views of the sunrise and moonrise. Relax in the spa, adventure on kayaks, and chill and grill over the fire-pit. You’ll also local fresh eggs, and a private yoga class. Check us out on insta @islandlotusyoga! PS we’re not actually an island. Reach us by driving through Virginia Beach!

Guest favourite
An aerial view of a beach home with a raised foundation is displayed, surrounded by sandy dunes and greenery. The ocean is visible in the background, and the deck features colorful seating. The architecture combines modern lines with coastal charm.
Home in Carova Beach
4.93 out of 5 average rating, 129 reviews

Summer fun at Summer Salt!

Awesome off road getaway! You will need 4 Wheel Drive (not awd) vehicle to access the property as there are no roads. Newer construction on the beach in Carova right next to the wild horse preserve. You will likely see horses on a daily basis! Home has 3 bedrooms and 3 baths with 3 deck areas to enjoy the ocean views, sunsets and breezes! Easy walk to the beach, parking passes included. New party deck with hot tub, grill, table, seating and string lights.

Guest favourite
A welcoming living area features a large orange sofa adorned with white cushions, paired with two light-colored armchairs. A round wooden table sits at the center, complemented by a beige area rug. The open kitchen behind includes modern bar stools and stylish pendant lighting.
Home in Sandbridge
4.94 out of 5 average rating, 104 reviews

Designer Beach House | Pool, Hot Tub, Walk to Sand

Breaker Bay is a fully renovated 5BR, 3BA beach cottage in the heart of Sandbridge. With a private pool, hot tub, spacious deck, and open living space, it’s perfect for families or groups. Just minutes from the sand, it offers the ideal blend of comfort and coastal charm. Wake up to ocean sunrises, unwind with bay sunsets, and enjoy all that this peaceful beach community has to offer. Your perfect coastal getaway starts here.

Superhost
Cottage in Willoughby
4.91 out of 5 average rating, 196 reviews

902 CH Historic Carriage House 20 Steps to Beach

902 CH Historic Carriage House 20 Steps to Beach + Hot Tub, Kayaks, Beachfront Grilling Step back in time at the Historic Carriage House, a beautifully restored 120-year-old gem just 20 feet from the Chesapeake Bay. Once home to horses and rowboats in the early 1900s, this 1-bedroom, 1-bath carriage house now blends timeless charm with modern comfort — offering guests a truly unique and peaceful bayfront getaway.

Top guest favourite
A beach house with a light blue exterior showcases two levels and multiple balconies. The inviting covered entry is flanked by a parking area beneath the structure. Outdoor seating is visible on the upper deck, providing a space for relaxation.
Home in Corolla
4.87 out of 5 average rating, 100 reviews

MillerLight

A beautiful 2500 square foot beach house on the sound side of Monterey Shores .Two master suites and three other bedrooms. The house has a pool and jacuzzi on the property along with a club house pool , gym tennis courts, basketball court and activities in the summer. The house has wifi and dish tv. There are plenty of restaurant and shopping nearby.The house is on a cul de sac and very private.

Popular amenities for rentals with a hot tub in Chesapeake

Quick stats about holiday rentals with a hot tub in Chesapeake

  • Total holiday rentals

    Explore 20 holiday rentals in Chesapeake

  • Nightly prices starting at

    Chesapeake holiday rentals start at $39 SGD per night before taxes and fees

  • Verified guest reviews

    Over 460 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 of Chesapeake holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Chesapeake rentals

  • 4.9 Average rating

    Chesapeake stays are highly rated by guests – averaging 4.9 out of 5!

  • Nearby attractions

    Chesapeake’s top spots include Chrysler Museum of Art, Nauticus and Cinema Cafe-Greenbrier Mall

Destinations to explore