Resort holiday rentals in Massachusetts

3 Bedrm 1/2 mile off base at Jiminy Peak- No fees!

This is a 3 bedroom business listing for Jiminy Peak located in Country Village condo area about a 1/4-1/2 mile off the base of the mountain. All units are all privately owned and we are the management company that rents these units in the owners interest. The pictures you see are a collection of our different units that we rent. The floor plan of each condo is the same, it will just be different décor and furnishings. If you want something specific you will need to call the property directly.

Value · Family · Bathroom

Club Wyndham Bentley Brook - Two Bedroom Suite

Club Wyndham Bentley Brook is situated right at the base of Jiminy Peak Ski Mountain, making this resort an exceptional choice for mountainside play. Ski or snowboard down the well-groomed trails of Jiminy Peak, enjoy hiking, tennis and mountain biking, or swimming at the on-site pools. This suite offers a king bed in the master bedroom, two full beds in the guest bedroom and a sleeper sofa in the living room. Additional amenities include a kitchen and dining area, washer/dryer and a balcony.

Location · Family · Cleanliness

The Even'tide - Sandpiper Cottage

Sandpiper is a three-bedroom air-conditioned cottage rented with linens and daily maid service. This cottage has three separate bedrooms- one queen bed with TV, one double bed, and two twin beds with TV. The open living area features a flat-screen TV and a comfortable eating area. The kitchen includes a full-size refrigerator, oven, microwave, toaster, coffeemaker, and dishes. Outside is a private deck with a picnic table and a gas grill. The Cottage is located on The Even'tide Property.

Family · Value · TV

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".

Location · Family · Bathroom

Captain's Quarters, Cape Cod

AVAILABLE JULY 9-16,2027 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.

Family · Location · Nearby

Surfside Studio March 20 - 27, 2026 2-7 days

March 20 - 27, 2026 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.

2 Bedrm 1/2 mile off base at Jiminy Peak- No fees!

These are our 2 bedroom business listings for Jiminy Peak located in our Country Village and Mountainside condo area about a 1/4-1/2 mile off the base of the mountain. All units are all privately owned and we are the management company that rents these units in the owners interest. The pictures you see are a collection of our different units that we rent. If you want something specific you will need to call the property directly.

Value · Location · Check-in

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.

Family · Location · Hospitality

The Cove at Yarmouth resort 1 week 6/4/27-6/11/27

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 2026, Check in 6/5/26 check out 6/12/26 (Friday to Friday). For 2026 and 2027 dates will be in June (6/5/26-6/12/26, 6/4/27-6/11/27)

Location · Cleanliness · Pool

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.

Value · Location · Walkability

The Even'tide - Two Double Beds

Recently refurbished with new furniture, flat screen TV, refrigerator, and coffee maker. These rooms are very popular with guests looking for easy first floor access in a one story building. These comfortable rooms with two double beds are our most economical family accommodations.

Value · Location · Barbecue

King Room with Harborview

Newly renovated comfortable standard room features a king size bed, and a 50 inch flat screen television. You can enjoy in room amenities like fridge, microwave, alarm clock with radio, large desk area, and controlled air temperature for your ultimate relaxation.

Value · Location · Condition