Holiday houses in Brewster

Waterfront★ Pvt Beach ★ On Bike Path ★Bikes★Kayaks

*Beautifully decorated waterfront cottage w/ bluestone patio- private beach 🏡 * Directly on Cape Cod Rail Trail Bike Path 🚲 *Sunsets from the couch 🌅 *Central A/C ❄️ *Private sandy beach on crystal clear lake 🏖️ *2 Kayaks, 6 Bikes & 2 SUP’s incl- 🛶 🚲 saving $400-$600 in rental fees *6min drive to Bay Beach🏝️ *Large waterfront LR w/65" Frame TV 📺 * Beds-1 king, 1 queen, 2 twins 🛌 *Gas Fire-table 🔥 *Outdoor shower 🚿 *Woodburning FPL in LR * Pet friendly-$30/nt 🐶 😺

Value · Location · TV

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.

Family · Location · Wi-Fi

10 min walk to Beach - Amazing View & Huge Deck

Enjoy an incredible view of Duck Meadow Tidal Marsh from this cozy cottage. Only a 10 minute walk to Boat Meadow Landing, a great bayside beach. Sip your morning coffee on our huge deck while enjoying the view. The deck includes a retractable roof if you would prefer to sit in the shade. Only minutes from incredible restaurants & shops in Orleans. This home includes AC, office space w/ monitors & a natural gas fireplace. Near the Cape Cod Rail Trail, hiking trails and numerous beach options!

Family · Location · Decor

Sheep Pond Get-Away

The AirbNB Studio Space is Private w/ its own separate entrance & exit. Our home is set in the 'Sheep Pond' area. We are walking distance to Sheep Pond to kayak & swim. We have kayaks, paddleboards, beachchairs, & towels for your use. A backyard w/ your own picnic table, seating area, & hammock. An outdoor shower ! Minutes away from bay & oceanside beaches, biking, hiking & Nickerson State Park. 40 mins from Provincetown; & surrounded by quaint Route 6a, restaurants & shopping !

Location · Value · Walkability

Songbird Studio- Secluded but close to everything!

Bright, sunny, secluded, green 600 sqft studio apartment at rear of Antique home in the heart of Brewster, Northside of Rt 6A. Private entrance. Private backyard with lawn & gardens. Small private deck, gas grill. Bird and small animal life abounds outside. Tons of stars at night.. salt air on the wind. Walking distance to coffee shop, convenience store, multiple restaurants, Bike Trail. Short car ride to bay beaches, easy drive to Ocean beaches. Gas "woodstove" for heat, AC for cooling.

Value · Location · Quiet

A Ferny Nook in Beautiful Brewster - Private Entry

Tucked beneath a Cape Cod home in Brewster, The Ferny Nook is a light-filled studio surrounded by greenery. Wake to daylight through the windows, sip coffee on your private patio, and unwind in a cozy nook that feels tranquil and welcoming. Inside, you’ll find: A fully equipped kitchenette A comfortable queen bed A clean, private bathroom An easy bike ride to Cape Cod Bay beaches, it’s the perfect home base for adventure or simply relaxing in a green corner of Brewster.

Value · Location · Parks

Brand new, on a secret pond

Welcome to our chic guest house. This brand-new retreat includes a bedroom with king bed, a living room with a sofa bed, smart TV, sleek breakfast bar, and a contemporary bathroom with rainshower and a heated towel rail. Steps away the beach invites you to relax by the water of a semi-private pond next to the rail trail. Welcome to a retreat that strikes the perfect balance between contemporary luxury and the tranquility of nature – for those who appreciate the finer things in life.

Family · Location · EV charging

Nehemiahs Nest: Healing Cape Cod Pond View Cottage

18+ Lovely waterfront tranquil getaway. All nearby houses hidden! This gem of a spot has been curated to soothe the soul! The cottage is sitting on Bakers Pond with an unobstructed view surrounded by conservation land *The driveway abuts a road* Wildlife can be observed. Swim or fish in this very clean kettle pond! The edges of the pond require water shoes for comfort as this is a natural body of water with no man-made beach/interference of nature. Kayaks, and life jackets available

Family · Location · Parks

The Book Nook

A book lover’s dream! Situated atop the historic Brewster Book Store, this charming, newly renovated one bedroom apartment comes with well-stocked bookshelves and a cozy reading room. Located in the heart of Brewster, the apartment gives you easy access to Cape Cod Bay, ocean beaches, Cape Cod Rail Trail, Nickerson State Park, Cape Rep Theater, Cape Cod Natural History History Museum, Cape Cod Baseball League games, walking trails, art galleries, antique stores and much more.

Location · Family · Walkability

Townhouse at Ocean Edge 2B/2B + Loft

Experience resort-style living at its finest! Tucked away just a 10-minute drive to the beach, this delightful townhouse offers the perfect blend of comfort and convenience. With two bedrooms, two baths, and an additional cozy loft space, there's ample room for relaxation. Enjoy lounging on the patio, take a refreshing dip in one of the resort pools (for an additional fee paid directly to Ocean Edge) or head to the beach for some sun and surf. Your ultimate getaway awaits!

Family · Location · Kitchen

Oceanfront condo on Brewster Flats

Escape to this rare beachfront retreat where the ocean is your front yard. Unlike inland rentals, this studio condo offers direct beach access and the calming sound of waves to lull you to sleep. No driving, no packing—just step outside and you're there. Enjoy coffee on the deck, spend the day swimming or sunbathing just steps away, and watch the sunset over the water—all without leaving home. It’s the kind of coastal escape inland properties simply can’t match.

Value · Location · Accuracy

4BR/3B | Walk2Pond | Screened Porch | FireTbl | AC

Relax at this spacious mid-Cape retreat on a quiet private road, just a 5-minute walk to a private swimming beach and pond. Canoe included! Sleeps 8 with 4 bedrooms (2 on the main level, 2 upstairs) and 3 full baths with bidets. Enjoy central A/C, hardwood floors, a screened porch, 65" OLED TV, gas stove, gas fire table and grill, ping pong, and wooded yard. Convenient main-level washer/dryer. Near the Cape Cod Rail Trail, beaches, golf, tennis, boating.

Value · Location · Quiet