Vacation rentals in Upper Millpond

Water Front Pond House - 3 acre Cape Cod Sanctuary

Extraordinary pondfront sanctuary on Cape Cod. 1300 sq.ft. home sleeps 8 in 3 bedrooms and 1 bath. Private dock and beach area. House is on the Pond and sited on 3 pristine acres - this property offers exceptional privacy with full water recreation opportunities while also being close to everything "Cape Cod". Centrally located in laid-back Brewster, 5 minutes to Bayside beaches, 10 mins to Chatham, Harwich Port, and Orleans. Local owners have 22 years of online vacation rental experience.

Claw Foot Tub & King Bed at Club Tanuki Cottage

Glorious gardens and bay breezes! King-sized Casper bed in romantic antique Cape Cod studio cottage with private entrance & patio, in-room double-slipper claw foot tub, luxe bath amenities, Brooklinen sheets. Just renovated soup-to-nuts! Marble & antique wooden floors, decorated with rotating collection of antiques, original local art & great light. Nestled along historic route 6A (Main Street) near other galleries, museums, walking trails, ponds and beaches; 90 seconds to closest beach.

Bright and Peaceful Studio

Unwind in this bright and airy studio located in a quiet Brewster neighborhood. High ceilings and large windows fill the space with natural light. Sliding glass doors open up to a private deck and fenced in yard. Enjoy exclusive access to Seymour pond— a quick meander through the neighborhood by foot or bike. Just minutes away, you’ll find Brewster’s beautiful beaches, the scenic Cape Cod Rail Trail for biking and walking, and Nickerson State Park’s picturesque trails and freshwater ponds.

Cape Cod's Beach Rose

Bring the whole family to this great place with lots of room for fun. This newly listed property is like new and boosts many amenities. It is centrally located in South Dennis. It is near Kelly's Bay and down the street from Mayfair Boat yard. Johnny Kelly Park is also down the street. Named after our own Marathon Man, Johnny Kelly. There are walking trails a playground, Tennis, Basketball, court's and a Baseball field. Being centrally located and the only Town with beaches on both sides!

Antique Cape Home With Modern Conveniences

The Elisha Howland Saltbox provides your opportunity to experience the unmatched essence of a true 'Olde Cape Cod' home. We offer a restored antique Saltbox with 2 bedrooms and 2 bathrooms. For an additional charge, there is a detached cottage which can accommodate two more guests. PLEASE NOTE: we accept ONLY FULL WEEK RENTALS from mid-June to mid-September, but we welcome shorter or much longer stays during the rest of the year. Our home is a lovely place to spend a winter on Cape Cod.

Romantic getaway suite

GENEROUS DISCOUNT FOR LONG TERM OFF SEASON STAYS. ( February, March, November, and December) Contact direct. Ten year old private one bedroom lavish suite over two car attached garage with private entrance, deck, and parking in a quiet neighborhood central to all the Cape has to offer. Beautifully furnished with central air, gas fireplace, hardwood floors, double slipper clawfoot soaking tub, separate subway tiled shower, wireless internet and Sony 49 inch 4KUHD edge -lit streaming TV.

Cape Cod Oasis: pool, hot tub, firepit & grill!

Over 4500 sqft of living space in the heart of Cape Cod, with an inviting pool, a brand new hot tub, magnificent garden and expansive outdoor living space big enough to fit your entire party. Welcome to your own private resort! This beautiful custom-built center entrance colonial has room to roam, both inside and out. 5 beds, 5 baths, eco pool, The building is surrounded by lush landscape and tastefully decorated. Fully equipped chef's kitchen. Short drive to the beach!

BEACHFRONT Cute Cottage. PRIVATE BEACH. Great View

Great Location Beach front! Amazing sunset views over the bay from every room. Cozy and comfortable 2 BR beach cottage in a natural setting in desirable Brewster MA. New Sofa. Outdoor shower Only! All photos are taken on the property! A/C & WIFI Master Double Bed, bunk room, full kitchen, living room, bathroom, hot-water outdoor shower. The fabulous eat-in porch, with views so fabulous and ever changing, you won't want to leave.

Waterfront Cottage on White Pond(Graham Cracker)

Our cottage (Graham Cracker House) sits steps from crystal clear White Pond. The cottage offers private access to the pond for swimming, fishing and boating. The large outdoor space is great for dining and relaxing by the pond. It is 1.5 miles to the Cape Cod rail trail (bike trail), close to many dining options and 3 miles to some of the best beaches Cape Cod has to offer. There is another cottage on the property for rent that sleep 4 guests. No sharks here!