Holiday rentals with a hot tub in Chatham

Pool. Hot Tub. Game Room. Walk to Beach. Luxury!

Welcome to The Tide Watch - our luxurious retreat, perfect for families or a group of friends! This stunning home features high-end furniture, a pool, hot tub & games including ping pong & air hockey. With kid-friendly amenities, everyone will feel at home. Relax, play & create unforgettable memories in this upscale oasis designed for fun & relaxation! Walk to small neighborhood beach 3 min drive to Jacknife Beach 6 min drive to downtown Chatham Experience Chatham with us & Learn More Below!

Writer’s Cabin • On-Site Spa w/ Hot Tub & Massage

Our beloved “piece of heaven on earth” is a cabin-style tiny home filled with books—perfect for writers or a relaxing beach getaway. Perched on a gentle incline, the Writer’s Retreat feels private and tucked away among the trees. Just minutes’ drive from beaches and a short stroll to the charming center of Wellfleet. Unwind at our on-site SeaRose Spa, w/ a hot tub, saunas, & massage therapy (special guest rates) — part of our BnB property, which also includes two guest suites in the main house.

Ocean Edge Resort-Pool Access-CentralAC-2 bdr/2bth

Modern 2nd floor 2 bed/2 full bath Ocean Edge condo located in the heart of Brewster with balcony overlooking the resort golf course. Access to OE resort amenities (additional fees apply). Easy access to Cape Cod Rail Trail. Scenic route 6A offers arts & crafts galleries, coffee places and local shops. A 10 minute car ride to a 36 hole Captains Golf course. Short ride to 10 Brewster bay beaches famous for tidal flats. 15 minute walk to Ellis Landing Beach, great sunsets! Central A/C and heat

Local Beach+ Fireplace + Hot Tub Under the *Stars*

Welcome to the Bayside Retreat! Enjoy the real Cape Cod in this Quintessential Beach Rental Featuring: Private hot tub, outdoor patio & sofa set in a peaceful backyard 🕊️ 2️⃣ Kayaks- Outdoor Shower- Gas Grill 🔥 Indoor Gas Fireplace ❄️ Mini Splits ✔️Games ✔️Washer/Dryer 📺 55” Sony TV w/ Apps & DirectTV 🛋️ Comfy Furnishings➕Stocked Kitchen 🛁New Bathroom 🕊️Relax out back in peace & privacy or go explore! 📍 Centrally located ❌NO FEES ⛱️ Year Round Beach Vacation ➡️Bayside_Retreat_Capecod

Slate House - a modern waterfront getaway

Water front on Frost Fish Creek! This recently renovated 3 bedroom (sleeps 9) 2 bath home is tucked off the road in a private oasis with panoramic water front views from almost every room. The bright open floor plan with fireplace, blue slate floors, high open ceilings to second floor, three pairs of sliders that boast nature, water views, fire pit, and screened in lounge and abundant sunlight. Walking distance to a small private dog friendly beach. Driving distance to many great beaches.

Manomet Boathouse Station #31

The Boathouse was a part of the Manomet Coast Guard Station on Manomet Point. When the station was decommissioned and eventually dismantled, the Boathouse was moved and attached to our home as a separate space. Guests will have full and private access to this beautiful and spacious 1,800 square foot home with 11 foot vaulted ceilings and antique southern exposure windows. The open first floor has a living room, kitchen, pool table and bathroom. A spiral staircase leads to the bedroom.

Lakefront House/Private Dock/Year Round Hot Tub/AC

Beautiful cottage nestled on a half-acre of waterfront property on Swan Pond. The dock offers direct water access. Available are two kayaks, a canoe and two paddleboards. The kitchen offers beautiful views of the water while you enjoy your morning coffee. Local beaches are just minutes away. Enjoy the hammock, swings, hot tub, grill, outdoor fire pits and cocktails on the deck. Wanderers' Rest is located close to bike trails, boat rentals, movie theaters, restaurants, and bars.

Lakefront Spa Retreat • Hot Tub • King Bed • Dock

✅All linens provided & beds made ✅ King bed / Queen / Twin over Full bunk ✔ Direct lake access = natural cold plunge ✔ Private waterfront hot tub (open year-round) ✔ 1 King bed + Queen + twin over bunk room ✔ Dock for swimming & fishing ✔ 2 kayaks + 2 SUPs ✔ Gas fireplace ✔ Large waterfront dining room ✔ Fully stocked kitchen w/ marble counters ✔ Patio + fire pit + deck dining ✔ Washer/Dryer ✔ Dog friendly ($30/day) ✔ All linens & towels provided Locally managed

Awesome Cottage near Beach, Backyard Bar & Hot Tub

🐾 Dog Friendly 🏖️ Walk to Beach - Cape escape just 70 yards from Lewis Bay! 🛏️ Sleeps 6 (1 Queen, 1 Full, 2 Twins) in a cozy cottage. 🛁 Relax & Unwind - Enjoy the pergola with a hot tub and tiki bar. Outdoor shower, grill and firepit. ❄️🔥 Comfort All Year - AC/heat, plus a fireplace for those chillier nights. 🧺 Washer/dryer included. 🎯 Nestled in West Yarmouth near Hyannis, Rt 28 & Nantucket Sound — minutes to shops, mini golf, ice cream, bike trails & beaches!

Hot Tub/Kayaks/Ebikes/Waterfront-The Lotus

Brought to you by the Heart of Cape Cod, The Lotus is a serene, adults-only pondside retreat where relaxation meets adventure. Lounge in the private hot tub beside a lighted waterfall pond, swing on the porch bed, meditate on Minister's Pond, or explore the Cape with kayaks, canoes, and ebikes. With two beautifully appointed bedrooms, spa amenities, and a cozy fire pit for gourmet s’mores, this peaceful hideaway is vacation perfection.

Bayside Oasis with Hot Tub & Game Room

Welcome to your Cape Cod retreat, just 5 minutes from the breathtaking Mayflower Beach! Spend your days enjoying the soft sands and stunning sunsets, then return to our fully updated property. Featuring an outdoor kitchen, a cozy fire pit, and a basement game room, there's plenty of space for relaxation and fun. Modern amenities ensure a comfortable stay, whether you’re cooking meals or winding down after a day at the beach.

Hideout at Water's Edge, 131 North Shore Blvd, #4

Located in a private beach association & 50ft from a private beach, this 1940’s cottage is surrounded by mature landscaping creating a serene & secluded beach experience. The living room sliding doors look directly onto a beach path, & the North deck offers the best view for sunrises & sunsets. 2 bedrooms, 1 bathroom, & loft space - this cottage is perfect for a relaxing beach trip.