Beach house vacation rentals in Orleans

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!!!

Value · Family · Decor

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 · Family · Condition

Panoramic ocean views 100 ft above Cape Cod Bay

Our 5-bdrm Nantucket style beach house has a new kitchen & open living space, with a new deck, all overlooking the entire shoreline of Cape Cod Bay from a commanding perch atop a 100-foot bluff. Whales and seals can be seen from your deck. Located in a private community with its own rocky beach access about 5 min walk from the house where you can hunt for shells & observe the ocean wildlife. This beach is ideal for kayaking. Plymouth also boasts 4 of top 10 rated public golf courses in MA.

Location · Family · Access

Bay Dreams! Panoramic Bay Views!

You’ll be calmed by the sound of the surf at this three bedroom home with beautiful views of Cape Cod Bay. Spacious rooms and a perfect location make this property a fantastic setting for for your Cape Cod vacation! The open concept living area has a bank of bay-facing windows that lets in lots of light. Enjoy meals and on the deck overlooking the bay! Watch the sun set into the water while you dine! The patio table with chairs and umbrella provide a perfect place after a day of sun and surf.

Location · Value · Layout

Oceanfront Home on Cape Cod Bay with Beach Access

Relax with the whole family at this peaceful place to stay. Our year-round family-owned oceanfront home boasts sandy beach access and 180-degree views of Cape Cod Bay. Home is in a private neighborhood overlooking the ocean. Our home is minutes from the historic sites Plymouth Harbor as well as restaurants, golf, and attractions. Cape Cod is a short drive and Boston is 40 miles north. Walk the beach, watch the bay from the deck or living room, or explore Plymouth and the historic area.

Family · Location · View

Sunset on Shore - Lewis Bay Waterfront

NEW LISTING! Built in the 1930s, this is the kind of beach house that invites you to unplug (don’t worry-there’s WiFi). With views of Lewis Bay from every room, private stairs to the water, a big deck, lawn, and outdoor shower, it’s all about the location and the view. Inside, it’s Olde Cape Cod-window A/C, a butter-yellow kitchen, and the kind of charm that takes you back-nostalgic in all the right ways and the best seat for every sunset. Bring your boat-a ramp is located at Englewood Beach.

Location · Family · Kitchen

Mazi's-A Waterfront/2 Bd/ Dog Friendly Oasis for 4

Heart of Cape Cod proudly presents Mazi’s Cottage, a quaint beachfront escape set directly on iconic First Encounter Beach in Eastham. This updated 1950s coastal gem offers sweeping bay views, unforgettable sunsets, private beach access just steps away, and boutique waterfront living at its finest. With a stunning wall of windows, cozy charm, fire pit, stargazing space, and room for one well behaved dog, Mazi’s Cottage blends classic Cape Cod magic with modern comfort. Fri-Fri in July & Aug

Location · Pets · Outdoor spaces

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!

Value · Family · Walkability

Oceanfront Year-Round Romantic Getaway w/Hot Tub

This stylish place to stay is perfect for group trips. Located inside Ocean Air Estates directly on a cliff over looking the ocean. This private community has its own beach access where you can swim and see ocean wild life. Every room has its own access to outside decks and patios. All bed rooms have decks and ocean views, room darkening shades and quality mattresses and bedding. The home lacks nothing for personal comfort. The large luxury kitchen has multiple sinks and ovens.

Family · Location · Getting around

ShoestringBayHouse, waterfront & pool in Cotuit

September: 5 day minimum Prime Summer 2027: rates in the area of $10,000-13,775; please inquire for specific availability. Welcome to ShoestringBayHouse in Cotuit, waterfront on Popponesset Bay. It's all about the views. Our home overlooks the pool, beach and bay. We include: 2-Bikes, 2-Kayaks, and a Barnstable beach pass with beach chairs. Pet friendly and spacious with 4 BR/ 4.5 baths is priced for six adult guests plus children. Pool: May 15th through late October

Location · Family · Pool

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.

Location · Family · Condition

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

Value · Family · Sleep quality