Hotel holiday rentals in Dennis Port

Oceanview condo with heated pool

NOTE: QUEEN BED SHEETS AND TOWELS NOT PROVIDED. You won’t want to leave this charming, one-of-a-kind place. This 2nd floor condo has a large deck which overlooks the ocean and a heated pool. Onsite management for all your needs during your stay. Gas grills and outdoor seating for your meals. Spend the day across the street at the beach, grab a bite to each at many area restaurants, and take a dip in the heated pool. Sofa bed in living room for additional guests (4 guests total allowed).

Cape Cod 1BR Townhome on Resort w/amenities

Take full advantage of the central location and breathtaking beauty of Nantucket Sound when you stay at The Soundings Seaside Resort. The nicely-appointed rooms situated next to 365 feet of private beach, a great place to base yourself from to experience all that Cape Cod has to offer you and your family. This 1-bedroom suite has one full baths. This unit features fireplaces, while the property offers sweeping views of Nantucket Sound. The suite features a balcony/porch and full kitchen.

Boutique 1950s Cape Cod motel

We are a small 1950s motel in a tranquil setting. You drive up to your room. We offer breakfast, housekeeping, and have guest laundry and vending and ice. Every room has a frig, microwave, coffee and tea service, and bath amenities. We offer suites with kitchenettes but these you book directly with us. You have to be 21 to rent a room, we are no pet-friendly, and 100% non-smoking. There are places to smoke. Office is open 6am-10pm. You can check-in after, just let us know.

Main Suite - Chatham Guest Rooms

This welcoming guest suite has a queen bed and a separate living room with a library, cathedral ceilings, and a full-sized sofa bed (additional fees for use of extra bed). Kitchen is stocked with dishes, silverware, cooking utensils, coffee & tea maker, microwave, and dishwasher! Children lodging with an attentive adult must be at least 7 years old. This unit is upstairs. Stairs in old buildings are steeper than modern stairs. Best for guests comfortable with stairs.

Spacious room with 2 queens & single sleeper sofa

These rooms are distinguished by views – no view, balcony view, ocean view, full view and front facing view. (The views are angled in Balcony and View rooms. ) A bit larger than other rooms with two queen beds, an accordion door to separate the kids single sleeper couch, full appliance kitchenette, 50″ HD TV, A/C and most with whirlpool bathroom tubs for one. Note that first floor full view room glass slider doors cannot be used as an entrance.

Tina's Culdesac B&B Sleeps 4 w/ Breakfast

Our Bed and Breakfast is at the end of a quiet cul-de-sac. The neighborhood is quiet, beautiful, well maintain, and within walking distance of local beaches, the fish pier and downtown Chatham where you can dine and shop. The Innkeepers will serve you a continental breakfast each morning. We will clean your room while you are out and about each day. We are also very knowledgeable about great places to eat, shop, or where to go to the beach.

Serene retreat with pool & fitness center

A daily resort fee of $35 per room is collected by the hotel. At Chatham Wayside Inn, our newly renovated rooms offer guests a warm, inviting atmosphere in two distinctive buildings—the Main Inn and Parkside—centering around a serene patio and pool. Each of our 56 rooms and suites features its own unique décor and special touches. We take pride in providing a comfortable, refreshed stay designed for relaxation and enjoyment.

The Cove 1 week 9/12-9/19/25

The Cove at Yarmouth in West Yarmouth, Massachusetts (Cape Cod). This is a timeshare resort and is full of amenities. Conveniently located in the heart of Cape Cod. One week only for 2025, Check in 9/12/25 check out 9/19/25 (Friday to Friday). For 2026 and 2027 dates will be in June (6/5/26-6/12/26, 6/4/27-6/11/27)

#8 location location location, pool private room

Private rooms, private bath, wifi, continental breakfast daily at Salt Winds. Walk to beach and town and enjoy all Hyannis has to offer. Island ferry one mile to both Islands, 1 hour drive to PTOWN. Parking, pool no glass in pool area, beach towels and chairs available. Other rooms available sorry no pets allowed

Beach, fire pit & s’mores at sunset

Cozy and budget-friendly, our tastefully appointed rooms are perfect for travelers seeking comfort and value. Conveniently located on the first floor, each room features two double beds and an activity table with chairs—making it easy to relax or get a little work done during your stay!

Ultimate Vacation Home, NoSmoking Room with 2 Beds

My place is close to the city center, the airport, parks, and public transport. You’ll love my place because of the location, the ambiance, the outdoors space, and the people. My place is good for couples, solo adventurers, business travelers, families (with kids), and big groups.

Soundings Seaside- 1 bedroom

Take full advantage of the central location and breathtaking beauty of Nantucket Sound when you stay at The Soundings Seaside Resort. It's a great place to base yourself from to experience all that Cape Cod has to offer you and your family.