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

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.

“The Hideaway” Private Guest Suite/Pool/Beach Pass

Enjoy a bit of Cape Cod in a friendly and walkable neighborhood of lush green trees , flower gardens, and a walking trail. Less than 1 mile from Centerville's shops and restaurants. Less than 2 miles from Craigville Beach and its beachside walk up shanty’s for lunch. A small beach on Lake Wequaquet is only 2 miles down the road . Main street Hyannis, a walkable downtown with many shops and restaurants is a quick 10-minute drive. Ocean marinas, and ferries to the islands, are a 15 minute drive.

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 6/20-9/15/24. The reviews tell all!

Studio Apartment

Private Studio apartment on lower level of Main House with deck overlooking Pond. Queen bed, single sleeper sofa and small sleeping loft. Very comfortable for 2 people but could sleep up to 4. Kitchenette with dinnerware and cookware. Coffee maker, full size fridge, microwave, toaster oven, outside gas grill. Private bath with shower. TV, WiFi, A/C. Pond access, SUP, kayaks available. Pool and hot tub at Main House. Sunrise views. Golf courses, shopping, restaurants, and beaches nearby.

STEPS to Private Beach-7 Beds, Pool, Fenced Yard

Walk to Private Rexhame Beach, or hang at the pool! Ocean & River views, a sandy beach, with fully fenced in outdoor oasis with a salt-water pool (RARE for the area), and shaded gazebo. PRIME location with both river and beach access in walking distance. Features eat-in gourmet kitchen, open living-dining, cozy sunroom, and main-floor laundry. A must-visit on Massachusetts Bay! 3 Bedroom, 7 Bed, 2.5 Bath, 11 Guests. Just STEPS from the private portion of Rexhame Beach in Marshfield, MA.

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!

18 Menemsha Rd., Popponesset, Pool, 3-Beds, 4 bath

This home was custom built in 2022, and is designed to provide comfort, luxury and loads of charm for the discerning vacationer. New construction with a nod to the Nantucket Sea Captain's houses of yesteryear. Professionally decorated and landscaped, offering every amenity you could possibly desire; from an in-ground, heated, saltwater pool (with electric cover), hot tub, outdoor shower, fire-pit, and even a cabana with a sink, refrigerator, and smart TV. Just a 3 min walk to private beach.

Coastal Retreat in Sandwich -Pool Access, Dogs OK!

This newly renovated cape in historic East Sandwich is your year round getaway to enjoy the summertime fun or get cozy in the off-season and enjoy all the cape has to offer. Conveniently located near beautiful beaches including East Sandwich Beach and Town Neck Beach, mini golf, the Cape Cod Canal Visitor Center, and great restaurants. Step inside this 480 square foot 2 bedroom 1 bathroom home that comfortably accommodates 4 guests. Notes on Dogs: Dogs are allowed but must be approved.

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

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.