Beach house holiday rentals in Orleans

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 🐶 😺

Cottage with private beach in Hyannis Port

Make your Cape Cod trip unforgettable in this Exclusive Harbor Village Cottage located right in Hyannis! Enjoy this recently updated 2-bed, 2-bath vacation home with access to private beach, beautiful outdoor deck, and peaceful ocean views. Follow the beach path 900 feet to the beach! Only minutes from downtown Main Street, the Melody Tent and Hyannis harbor. Whether you spend your days exploring the Cape, sunbathing on the beach, or relaxing on the deck, you will be sure to love this house!!!

Luxury PTown Condo: 5 Min Walk to Commercial St.

Park the car and forget it. With a rare private parking slip, this luxury retreat sits 5 minutes from Commercial St and Pepe’s Wharf. Enjoy the perfect P-town balance: a chef’s kitchen and private patio tucked away in a quiet corner, yet steps from the ferry and Far Land Provisions bakery. Retreat upstairs to a serene King suite with skylights or work remotely with high-speed Wi-Fi. Pet-friendly, fully air-conditioned, and stocked with beach gear—your effortless Cape Cod escape starts here.

Salt Eire | Oceanfront Beach Home

Welcome to Salt Eire. Steps to the beach for your morning walks. The sound of waves lulling you to sleep. A place for family and friends to relax and create memories. Nestled in the dunes of East Sandwich beach sits this oceanfront property (bay side) with stunning 360-degree views of Cape Cod Bay and Scorton Creek. Spend your days sunning and swimming before you return home to this comfortably appointed house. Also check out our new sister property down the road @ApresSeaCapeCod

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!

Adorable Home - Just Steps to Craigville Beach

No need to worry about beach parking as this 2 bedrm, one bath unit is just steps to a private beach as well as Covell's and Craigville Beaches. Quick drive to Hyannis, Osterville, and the ferries. New kitchen in 2024 and a new bathroom in 2025. Private (not shared) yard, outdoor dining area with grill, and outdoor shower. This is one half of a duplex. Please message for information on renting both units at the same time (they sleep 9 total). Linens and bath towels are provided.

The Osprey Nest - Beach house with stunning views

The Osprey Nest is a classic Cape Cod beach house just steps to the ocean with panoramic views across the protected marsh. A cozy and timeless retreat, with modern amenities and spacious and light-filled rooms. This home has been in my family since the 1960’s and you will feel the warmth and charm the minute you step in the door. The location is perfect for nature lovers but within 10 minutes of stores, restaurants, and charming towns. A perfect base for Cape Cod sightseeing.

Sauna · Fireplace · Waterfront · 2 Kings · DogsYes

☆ Waterfront, located on private saltwater beach (with central location) ☆ Sauna (year-round) ☆ Cozy fireplace (electric) ☆ 3-season patio ☆ 1% donated to Cape nonprofits ☆ 2 Kayaks & 2 Paddle boards ☆ Outdoor fire pit & charcoal grill ☆ Ample workspace ☆ Dog Friendly ☆ Washer/dryer ☆ 2 King Beds with 50" TVs in bedrooms ☆ Outdoor shower (open May through fall) ☆ Beach chairs provided ☆ Linens, all towels provided ☆ 10min from bay or ocean beach ☆ 15min MV & Nantucket ferries

Beachfront Beauty

Just a short drive over the bridge, relax with the whole family at this peaceful beach front beauty that whisks you away from the day to day grind. Whether it be Al fresco dining overlooking the ocean, sunbathing on your private beach, or disconnecting from city life, you’ll find all of these and much more at this well maintained beachfront cottage. Full kitchen, WiFi, AC/Heat, private deck with steps leading to your private beach, outdoor shower, and ample parking for 4 cars

Beach House, Harbor View and Family Friendly.

Our house is a stones throw from the beach. The harbor, Hyannis, downtown, cafes, restaurants, anywhere from 5 star dining to family-friendly dining are all in walking distance. Several family friendly activities are very close. You’ll love our place because of the walk to the family friendly beach, the ambiance, the ocean view and the neighborhood feel. Our place is good for couples, solo adventurers, business travelers, fishermen, families (with kids) and large groups.

Cozy Cape Stay! bike path, beaches, water view!

Set on an idyllic spot between two ponds, our newly renovated cottage has everything you could dream of to create memories year round! INCREDIBLE location for hiking, biking, kayaking and fresh water, bayside or oceanside swimming. Here you will find a New England stay with all the wonders of the Outer Cape but close to Chatham/Orleans/Wellfleet for shopping or dining. A quintessential stay w/ water views, near to ANYTHING you'd want to see and do no matter the season!

#25 Seasonal Cottage is 200 feet from the Beach

This clean year round 630 sq ft small home is one of split duplex cottage. Each has 2 BR. 1 Bed Room has 1 queen size bed, 1 Bed Room has 2 twins and 1 double size bed. Good size living/dining room and kitchen. 1 Full Bath Room inside and 1 outside shower. Perfect place for a short time RR. Linen and Towels are provided.