Holiday rentals with a pool in Sandwich

“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.

Large Home Heated Swimming Pool Private Beach

Perfect for extended-family fun in this stunningly built home (3300 sqft) with 5 bedrooms and 4 bathrooms. First-floor shower. Walk 1000 feet to a private beach with full access rights. Along the beach, you can stroll further east to Sandy Neck Beach. Open kitchen, dining and great rooms are perfect for entertaining! Swim in the ocean or jump right into a beautiful 16x40 heated fiberglass pool with pool lights! Hosted by an extremely experienced host who's committed to making your stay perfect.

"Cape Escape" luxury home w/pool & beach access.

Welcome to the Cape Escape! Enjoy views of Spectacle Pond from the 70 ft. deck of this recently renovated 5 bed/3 bath spacious home meeting all your needs! Relax by the in-ground pool in the private enclosed yard. Enjoy nights around the fire-pit. Directly across the driveway you can enjoy kayaking, sunbathing & swimming at the neighborhood beach. Within 6 miles of the home you will find the historic Sandwich boardwalk, Ocean beaches, Cape Cod Canal and more! Perfect for family gatherings!

Coastal Retreat in East Sandwich - 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.

Edgewater Retreat | Oceanfront Home | Heated Pool

Welcome to "Edgewater Retreat", a part of the "Edgewater Escapes" collection of properties. This stunning coastal farmhouse sits directly on the Wareham River in the Upper Cape. Fish & kayak from the backyard, enjoy a rare in-ground heated pool, game pavilion, and a gourmet outdoor kitchen with sweeping water views. With 4 bedrooms, 3.5 baths, and space for 10 guests, it’s the perfect family retreat for memorable vacations filled with sunshine, ocean breezes, and effortless Cape Cod charm.

In-Ground Pool Oasis | 5 Min to Cape Cod Beaches!

Stunning in-ground pool HEATED in May, June, Sept only. Pool is opened in May! 5 minutes from Craigville, Dowses and Covell's Beach! Perfect for mid-size groups or families, this home sleeps 8 and boasts a dreamy, private, fenced-in backyard w/ a, pool house w/ TV & bar, outdoor shower, and cozy patios. Complete w/ all your beach essentials. We're 13 minutes from Mashpee Commons and 10 minutes from local grocery stores, local bakeries& restaurants. Central to all the Cape has to offer!

Perfect Farmhouse for groups-golf/trails/beach

Old Red Farm Inn invites you to forget your worries in this charming space that has everything to offer. Originally built in 1700’s, this updated Inn can be your sanctuary! A perfect fall getaway! A lagoon pool on site, a golf course across the street, walking distance to Little Harbor Beach, and acres of conservation land for hiking provides everything you need in order to relax. This home is over 5,000 ft. and can fit multiple families that are looking for a fun getaway.

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 (closing end of Sept) • Fully screened gazebo • Game room for fun, rain or shine • Wood-burning fireplace for cozy nights in • Outdoor grill • 2 Car garage and ample parking for 8 vehicles • Family-friendly with baby gates and children’s books • Work-ready with high-speed WiFi

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 Secret Garden 4 Bedroom, 7 Bed 3 Baths

This beautiful 2.5 acre fully fenced in private property has gardens, an in-ground pool & pool house with an outdoor heated shower. Our home offers 2 kitchens, dining room seating 12, a great room, 3 bedrooms with private sitting areas & lower level with 2 bunk beds (bottoms are full beds) & exercise area. Outside are 2 grills & a fire pit. We are 3 miles from the beach, shopping/cafes, 45 minutes from Boston (on a train route) and 20 minutes to Cape Cod.

Sagamore Manor | Pool | Hot Tub | 5min to Beach!

Sagamore Manor is a luxury coastal estate set on one private acre in Sagamore Beach, offering over 4,500 sq ft of space designed for unforgettable group stays. With resort-style amenities and an unbeatable location near beaches and the Cape Cod Canal, it’s the perfect setting to relax, gather, and celebrate. •Sleeps 20 •Heated Pool •Hot Tub •BBQ Grill •Fire Pit •Chef's Kitchen •Family-friendly amenities •Multiple indoor + outdoor gathering spaces

Luxury Historic Estate with Expansive Grounds

Beautifully restored, this home is only 10 minutes away from Sandy Neck beach and has everything you need for your summer vacation. The outside space is also perfect for family get-togethers, as there is a heated pool , plenty of seating around the gas fireplace and an outdoor dining table large enough to seat 14 people! The lush landscaping throughout the property is sure to make you feel like you're in paradise!