Resort holiday rentals in Barnstable County

Lower Deluxe Two Bedroom Cottage

Pleasant Bay Village Resort offers self contained and fully equipped two bedroom, two bathroom cottages with a full kitchen, living room, dining room, screened front porch, and private deck overlooking the gardens. All 11 different types of accommodations can be booked directly by calling the front desk at the Resort. We are a family friendly Hotel, NO PARTIES only peaceful enjoyment while respecting all guests and neighbors. Rate is based on 4 people, $20/night for each additional person.

Pleasant Bay Village Resort Rear Deluxe Studio

Pleasant Bay Village Resort’s Rear Deluxe Studios can be booked directly with the property or here on Airbnb and feature two queen beds, a fully equipped kitchen and dining area. The room offers a private deck overlooking the Koi pond. Pets are allowed in the Rear Deluxe Studio only at a rate of $25 per pet per night. We are a family friendly Hotel, NO PARTIES only peaceful enjoyment while respecting all guests and neighbors. Rate is based on 2 people, $20/night for each additional person.

Upper Deluxe Two Bedroom Cottage

Pleasant Bay Village Resort offers a self contained and fully equipped 2 bedroom, 2 bathroom cottage with full kitchen, living room, dining room, screened front porch, & private deck overlooking the gardens. All 11 different room types are accessed from our gardens & can be booked directly by calling the Resort. We are a family friendly Hotel, NO PARTIES only peaceful enjoyment while respecting all guests and neighbors. Rate is based on 4 people, $20/night for each additional person.

Ocean front 2-bedroom suite on beautiful beach

Two bedrooms, jacuzzi tub, ocean view out the windows, nice sandy beach, grill, kitchen, outdoor pool. You must book for an entire week at a time (Friday to Friday). Please read all descriptions and carefully review the photos with their captions. This is NOT a beach house. It is the closest to the ocean 2-bedroom suite in the resort's oceanfront building with views across the dunes to the ocean. The pool is down the stairs outside the door; the pool itself is directly above the beach.

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.

Luxury 3 Bed Apartment in Hyannis with Waterpark

We are renting out some of our weeks for our 3 Bedroom apartment in Hyannis, MA. It is located at the Margaritaville Resort. You will have your own private space where you can be comfortable in your apartment while having access to the amenities at the resort. The entire property has just undergone a renovation. You will be minutes away from the beaches and center of Hyannis. You can find out more about the property at by searching for "Margaritaville Hyannis".

Pleasant Bay Village Resort - Extra Deluxe Queen

All accommodations at Pleasant Bay Village Resort are located in small single story buildings accessed from the gardens. The Extra Deluxe Rooms with two Queen beds are our largest hotel style rooms set in a quiet, peaceful section of the property with a short walk to the pool & hot tub. We are a family friendly Hotel, NO PARTIES only peaceful enjoyment while respecting all guests and neighbors. Rate is based on 2 people, $20/night for each additional person.

Captain's Quarters, Cape Cod

AVAILABLE JULY 11-18, 2025 Captain's Quarters in Falmouth Heights, is one of the few resorts to have the Ocean across the street. From the balcony you can enjoy the sunset, relax in the Jacuzzi, or enjoy the night life that is within walking distance. The Martha's Vineyard ferry is about 1/2 mile from the resort. Shopping, restaurants, and movie theater are close by. This unit is on the second floor and has two bedrooms, 2 baths. Kitchenette and living room.

Surfside Studio - April 25 - May 2, 2025 2-7 days

April 25, 2025 - May 2, 2025 Enjoy a fabulous Cape Cod experience when you stay at this special place. A full kitchenette, TV, full bathroom , queen bed and a pull out sofa for extra guests. It's right across from the private beach to enjoy the shore. If it's raining outside , enjoy the pool inside! When you return to your studio, grab some pool towels and take a jump in the indoor pool and hot tub. Walk to restaurants and scenic shoreline.

The Even'tide - One Bedroom Suite

Spacious bedroom with two queen beds, TV, refrigerator, microwave and coffee maker. Cozy front sitting room with table and chairs, sofa bed and second TV. A door separates the two rooms. Both families with children and couples with different sleep schedules or TV viewing habits enjoy the flexibility that two TVs and a separate sitting room provide. Daily maid service provided.

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)

The Even'tide - One Queen Bed

Contemporary rooms with one queen bed, refrigerator, coffee maker, and flat screen TV. Designed and decorated with your comfort in mind. Our most economical room for two. Sorry, children and babies are not permitted in these rooms. They are welcome in our family suites, cottages, and rooms with two double beds.