Holiday rentals with a pool in Plymouth County

Mansion with Heated Pool Near Ocean

Welcome to one of Plymouth’s largest vacation homes, offering 4,000 square feet of comfortable living space and a heated pool for summer relaxation. The open floor plan provides plenty of room to unwind, whether you’re enjoying a meal together or lounging by the pool. Why You’ll Love It - Every room has its own bath — rare for a house of this size. - A truly large home with space for up to 12 guests (breakout space for kids/teens + adults). - The heated salt-water pool and expansive pat

Spacious Retreat With Pool, Game Room & Fireplace

Unwind at your private Plymouth retreat, made for slow mornings, family time, and easy outdoor living. • Sleeps up to 10 across 4 comfortable bedrooms • Private backyard oasis with in-ground pool (will open the week of May 11, 2026) • Fully screened gazebo for relaxing outdoors • Game room for fun, rain or shine • Wood-burning fireplace for cozy nights in • Grill for easy family dinners outside • Comes with free parking in a 2-car garage and a driveway for 8+ • Family-friendly with baby gates an

Entire house! Heated Pool, dog friendly, kayaking.

Peaceful retreat. Dog Friendly. Come enjoy the Quaint town of Duxbury. Close to Boston as well as the Cape and islands. Duxbury has incredible public beaches and fresh seafood. When not exploring the community, come back here for a soft place to fall. Swim in the pool (May-October). Kayak in the water right from the backyard. BBQ with the family. Very popular Hiking and biking trails right out the front door. Fully stocked kitchen is ready for your arrival. This is a non smoking/no party home.

Private Pool, near beaches, 3 BR/3 BA, Central Air

Enjoy the Barnstable historic seaside village of Cotuit in this sprawling house with central air, nestled in the pines on a quiet street with private gated (unheated) pool, lg. backyard, firepit, ample parking, just blocks from Main St, Ropes Beach, scenic ocean views, fort playground, and Kettleer baseball. Each bedroom has a TV and ensuite bathroom! Relax in the seasonal sunroom overlooking the pool; grill burgers on the patio. Max. 9 (6 adults). Pool open 6/20-9/15/26. The reviews tell all!

Getaway with pool

Look no further! This stunning beach house offers everything you need. Situated on a quiet street on Cape Cod Bay, it is very close to area beaches and ponds. The outdoor space is perfect for entertaining and includes lap pool, three decks, patio and fire pit. The downstairs includes living room, family room, bedroom, full bath, eat-in kitchen, and enclosed porch overlooking the backyard. The second floor features 4 more bedrooms, 2 baths, laundry room, and en suite primary bedroom with deck.

Modern Studio Apt with Pool

This warm and inviting, spacious basement apartment is located in the Historical west side of Brockton, prime location for all the “Hotspots” of Mass. Minutes to route 24 and 15 minutes walk or you can take the bus in front of the house to commuter rail to Boston. Perfect for long term stays! or just a few nice days of tranquility. Your home-away-from-home awaits you! You have access to heated saltwater pool and beautiful garden. Expect a quiet and relaxing environment while staying with us!

Studio Apartment

Private Studio Apt on lower level of owner occupied House.Private deck overlooking Pond. Queen bed, single sofabed/and small sleeping loft. Very comfortable for 2 people but can sleep up to 4. Kitchenette w/dinnerware and cookware. Coffee maker, fridge, microwave, toaster oven, outside gas grill. Private bath/shower. TV, WiFi, A/C. Pond access, SUP, kayaks. Pool/hot tub on Main House level available for use on request. Sunrise view. Golfcourses, shopping, restaurants, beaches nearby.

Our families slice of heaven

Peaceful location with over 400 feet of waterfront on Morey Pond. Private saltwater pool. Only a short drive to ocean but no need to leave the backyard! 3 Bedroom plus a pullout couch. Large outdoor deck, propane grill. Two rooms with flatscreen televisions. Large master bedroom with ensuite. Very private, quiet location close to Route 3A and all the shopping and restaurants it has to offer. Only 15 mins to Cape Cod or 1 hour to Boston. **Pool opens week of Memorial Day weekend

5 Rm 1684 Historic Nathaniel Church House downtown

Go back in time and relax at this unique and tranquil getaway in one of the oldest historic homes in the United States. Built in 1684, the landmark Nathaniel Church House is nestled between 3 museums, is a short walk to the Mayflower in the harbor & all restaurants and sites. This beautifully appointed 3BR suite has, 2 full baths, living room, kitchenette, dining area, sitting room, garden, patios w/seating, gas grill and brook, mill & pond views. It is a one-of-a-kind place to stay.

Cozy Private Suite halfway between Cape & Boston

Large private room located in the Basement of a single family home. The home is conveniently located less than one minute from route 3 half way between Boston and Cape Cod. The room has a full size bed, and a euro lounger that can be used to relax and watch TV or reclyned for sleeping. There is a kitchenette located in the room which has a Fridge with top freezer, a microwave and a Keurig . The private bath is located inside the bedroom. Cool off in the pool during summer months.

The Holly Cottage

Welcome to Centerville, enjoy this fully equipped 1 bedroom 1 bath home with an easy walk or ride to just about everything. Enjoy the nearby ocean and beaches, or take a ride downtown to Main Street for dining and entertainment. Only a short distance to the ferries for a day trip to the islands and you can be back in time to catch a concert at the Melody Tent. Enjoy your days by the pool and your evenings grilling out on the large deck or chatting with the koi fish.

The Loft @ Beechwood. Private, comfy, coastal!

The Loft is a detached and private studio apartment with a private entrance, beautifully decorated with a coastal decor befitting nearby Padanaram Harbor & Village. The skylights and a 'really, really comfortable bed' will help you relax and enjoy all the area has to offer. Ideal for two guests, but able to accommodate a third, or two children, The Loft is a great home base to explore the local area or the Islands of Cuttyhunk, Martha's Vineyard & Nantucket.