
Holiday houses in North Monomoy Island
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Top-rated holiday rentals in North Monomoy Island
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Chatham with Private Beach
Just park your car and enjoy this beautiful location. Private beach with walking paths to lighthouse beach and Monomoy. This Condo has views of the beautiful Chatham sandbars from the front Adirondack chairs, deck with grill and dining table or steps to a private beach. Inside the Condo has a fully appointed kitchen. Sofa and Love seat, wall mounted TV and dining table. Updated bathroom with full tub. First floor bedroom with queen bed and loft with queen bed, dedicated work space and twin bed

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 🐶 😺

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!

Quintessential Waterfront Historic Cottage
Set in a historic district and on a quiet pond shore, create memories with family and friends that will last a lifetime. Enjoy quintessential New England views from every angle. Coffee, restaurants, shopping & a fresh spring water fountain within a short walk to village center and under a mile to the nearest beach. Spend time walking the local area, exploring Cape Cod and relaxing in an atmospheric setting. Each room has been curated in a timeless tone, with relaxation and comfort in mind.

Cozy Cottage
Our 3 room cottage in the Old Village is within steps of Lighthouse beach and a 15 minute stroll to town along charming streets. Its location in an ample yard insures comfort and privacy for your stay. The kitchen is equipped for stay-at-home dining. The owners live in a separate house on the property and are ready to provide you with knowledge of Chatham’s history and assist you in your explorations of the town or Cape Cod. The owner welcomes your visit to his art studio on the property

Close to Beach, Dog Friendly, Chatham Cottage
Welcome to our enchanting Cape Cottage in the heart of Chatham, where timeless charm meets modern comfort. 4 minutes from the beach and nestled on a spacious half acre, this newly revitalized and renovated home provides an authentic Cape Cod vacation experience. As you step into our home, you'll immediately sense the true heart and soul of a Cape Cod getaway. Our cottage boasts a warm and inviting atmosphere, perfect for families, couples, or friends seeking a luxurious escape to Chatham.

Bright Condo on private beach
Updated condo at Outermost Harbor. Enjoy amazing views of the famous Chatham sandbars or catch a glimpse of playful seals from the association beach. Walk along the sandbar to Lighthouse Beach or to Monomoy Wildlife Refuge. Located steps away is the Outermost Marina offering boat shuttles to North and South Beaches and seal tours. Stroll a mile to town and enjoy all the local shops and restaurants. The Chatham Bars Inn restaurants and famous Chatham Fish Pier are approximately 1 mile away.

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.

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

Beachfront Charmer! Newly Renovated.
Steps to a beautiful sandy beach and just a mile to the heart of Chatham! This charming, newly renovated beach house has the amenities you need to make the most of your time with friends & family. Just 300 ft from Little Beach & a 5 minute walk to Chatham Lighthouse and Lighthouse Beach, we've made our new home the perfect place to gather and relax. All BRs and Living room have AC. Grill on the back deck, stroll to town, rinse off in the outdoor shower...this house has it all!

Spacious cottage beach Wychmere < 4 min Central AC
Entire spacious newly renovated modern cottage in Harwich Port. Open concept living room with a large kitchen island. Great space for families ! Bank street Beach and Wychmere Beach Club wedding venue are 4 min drive from us ! We’re very close to Harwich Port downtown with great restaurants. We’re centrally located, close to Chatham, Brewster and Dennis. Freedom Cruise Line ferry to Nantucket at the end of our street. Enjoy the bike trail nearby with rental location if needed.

Luxury Waterfront - Hot Tub, Deck & Waterviews
Welcome to Aunt Laura’s Retreat, a newly renovated waterfront home ideal for families and groups seeking a relaxing Cape Cod getaway. Enjoy beautiful water views from every room, direct access to Swan Pond for kayaking and beautiful sunsets to end the day. Unwind in the hot tub, dine on the deck overlooking the water, or relax on the lower patio with a grill and cozy seating. - Direct access to Swan Pond - 5 min drive to Sea Street Beach - Close to Cape Cod Rail Trail & dining
Popular amenities for North Monomoy Island holiday rentals
Other great holiday rentals in North Monomoy Island

Sunset on Shore - Lewis Bay Waterfront

Rock Harbor Hideaway

Beautiful Downtown Chatham 1 Bed, Near Oyster Pond

Meadow + Main

Chatham Home overlooking Cranberry Bog

Walk to the Beach from a Family-Friendly Home in Chatham

True Beachfront 1BR -Step onto beach outside

Dreamcatcher | Luxury Chatham Retreat
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- Cape Cod
- Mayflower Beach
- West Dennis Beach
- Craigville Beach
- Onset Beach
- East Sandwich Beach
- Duxbury Beach
- Sandy Neck Beach
- New Silver Beach
- Saquish Beach
- Pinehills Golf Club
- Nauset Beach
- Skaket Beach
- Falmouth Heights Beach
- Coast Guard Beach
- Race Point Beach
- Cape Cod Canal
- Popponesset Peninsula
- Cape Cod Inflatable Park
- Nickerson State Park
- Inkwell Beach
- Sea Gull Beach
- Cahoon Hollow Beach
- Marconi Beach





