Hotel vacation 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.

East Room - Chatham Guest Rooms

This comfortable unit consists of a large bedroom with high ceilings and exposed beams, a comfortable sitting area, one queen-size bed, and a window seat. The East Room sleeps 1-2 people, and includes a private bath, air conditioning, a television (basic cable), a coffee maker, and a minifridge. Children accompanied by 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.

Pleasant Bay Village Resort - Standard Room

The Standard Rooms at Pleasant Bay Village Resort in Chatham, Cape Cod can be booked directly with the property or here on Airbnb and feature two double (full size) beds, updated bathrooms and a glass door leading to a tranquil bluestone patio with a small table and two chairs, overlooking beautiful gardens. We are a family friendly Hotel, NO PARTIES, only peaceful enjoyment respecting all guests and neighbors. Rate is based on 2 people, $20/night for each additional person.

Ocean Mist Beach Hotel & Suites - Two Queens

Traditional guest room features two queen size beds - these rooms do not offer views of the ocean, but are steps away from our private beach. Luxurious bedding with imported linens, 42 LCD TV with DVD player and HD cable. Bathroom features custom cabinetry, granite vanities, Grohe faucet set, Speakman shower heads, and luxurious bath amenities. Also provided are refrigerator and microwave, electronic safe, iron and ironing board, and gourmet coffee and tea.

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 Seagrove: King Studio Suite

Welcome to Laid-back Luxury® where all the amenities of a boutique hotel meet the privacy of the Outer Cape. In addition to our King Studio Suites we offer (8) Pet-friendly Suites with kitchens, and (4) 2nd floor Pet-free King Guest Rooms Resort quality linens, towels, hypoallergenic pillows and duvets, French linen duvet covers and shams, complimentary designer toiletries Gel-top Memory foam mattresses.

Breezy, serene seaside oasis

Blending quintessential Cape style with contemporary comfort, Greyfinch Chatham Inn in Chatham, MA features freshly renovated rooms with a modern bathroom, sitting area, and queen sofa bed—perfect for young families. This coastal retreat harmoniously combines historic charm with elegant, modern design for a relaxing Cape Cod getaway.

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!