Apartment holiday rentals in Orleans

Rock on Wellfleet!

A wonderful Wellfleet location! This second floor rental has a spacious bedroom with a queen bed, bathroom with a tub and living area with a well stocked kitchen. You would have the whole upstairs to yourself with a private door to come and go. You are also invited to use our pool at anytime! We're located very close to the Cape Cod Rail Trail for miles of bike riding, PB Boulangerie Bistro, Marconi Beach, the iconic Wellfleet drive-in and so much more. Bedding, towels and essentials provided.

Peaceful retreat in the woods...

Beautiful peaceful setting removed from the hustle bustle but just minutes to the bay and ocean beaches...ponds for kayaking, canoeing, and SUPIng...wonderful restaurants, music and art galleries..cafes.....bicycle and walking trails...nearby golf courses...and the best surfing beaches on the Cape.. Not to mentioned how incredibly beautiful and mesmerizing this property is.. Private parking next to your private entrance... You will have a relaxing memorable experience while staying here...

Charming apartment in village center

We are close to the beach, restaurants, and many family-friendly activities including biking, whale watching, kayaking, mini-golf and of course, swimming! Located right in the village of East Orleans, you will be close to Nauset & Skaket Beaches, inlets, ponds, and the Cape Cod Rail Trail for biking. The great location makes it convenient to all of Orleans, Chatham, Brewster and the Lower Cape. Perfect for couples, singles, and especially for families with kids because of our large yard!

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.

"Sadie by the Bay" cute cottage- short walk to bay

Redesigned in 2017 by a local artist and located in the quiet East End, this freestanding cottage will bring you closer to the life you crave and wrap you in true serenity. 1.5 miles beyond the center of town, this cozy space brings peace and privacy. The open floor plan pours in sunlight, and the private deck provides abundant space to relax. A short 3-5 min stroll to the bay, where you can walk for miles during low tide. Dogs welcome! Parking on site for 1 car, laundry, a shared yard

Modern Luxury Apt. | 7 min from Commons

This luxury 1Br + 1bth apartment is the perfect getaway. - 650 square feet, newly renovated - 15 Minutes from Old Silver Beach, South Cape Beach, and Falmouth Heights beaches - Steps from 1,700 acres of walking trails (Crane Wildlife) - 7 minutes to Mashpee Commons (shops and restaurants) - 15 minutes to Main Street Falmouth - 13 minutes to Ferry for Marthas Vineyard - 85” smart TV - 5 minutes to Shining Sea Bike Trail - Coffee/Espresso Machine - 2 minutes from Paul Harney Golf Course

The Knoll

A quiet home nestled next to conservation land at the end of a dirt road. Though there are neighbors, the landscaping creates a private oasis. The downstairs apartment with private entrance is old New England with Cape Cod affects. The Bedroom has a queen bed. Second sleeping area has a Daybed with trundle and is partially open to the living area. Outside deck has a grill and shower for guest use. Close to School House pond, bike path, and 3 miles from beaches, shopping, and downtown.

Sophisticated, Private Cape Cod living

LOCATION: 3/4 mile off main road (unpaved road). Located on the town line of Brewster and Orleans with less than 5 minutes to Chatham or Harwich by car. Nauset and Skaket beaches are less than 3 miles away. Nickerson state park less than 1 mile away. Cape Cod National seashore is located within 7.2 miles of our property. Shopping on Main Street in Chatham is 15 minutes. Enjoy a nice, tranquil walk, listen to the birds or feast your eyes on the surrounding conservation land.

Cozy 3rd Floor Apartment with a View

"This is just the most lovely hideaway in the most ideal location in one of the most idyllic places we have the privilege of spending time in." (Ginger July 2021) This Cozy apartment has gotten rave reviews since our first guests 5 years ago. When you see the view of the harbor you’ll fall in love. Sip coffee at the table in the morning and watch Commercial St. come alive. Steps from the ferry or parking. If your dates are open then book now, Cozy is sought after.

National Seashore Escape

There is no interaction required with hosts during stay. 1/4 mile to National Seashore Salt Pond Visitor Center and 2.0 miles to Coast Guard Beach, rated America's 6th best beach in 2019 by Dr Beach. The studio is above the garage with a private entrance private bath with shower. Queen bed, wifi, whisper quiet mini split a/c no window unit, tv. There is a kitchenette with refrigerator, microwave, coffee maker, toaster, sink, no stove.

A quiet, private, unique spot in a great location!

The apartment is completely separate from the house with a private deck. The property is surrounded by conservation land so the closest neighbor is not visible from the apartment or the yard. We offer self check in and allow our guests complete privacy during their stay. We follow the guidelines for cleaning provided by Airbnb and the CDC. Room Occupancy Excise Reg. Cert. C0013100410

Cozy Waterfront Apartment, Private Beach Access

Charming living space with nautical decor invites you to unwind off the grid for a few days. There is a window seat for reading, small high top for morning coffee, and all the accessories for a relaxing day at the beach. A five minute drive into town for local shopping and dining. Many scenic trails for walking and biking. Make us your base as you explore Cape Cod’s beautiful shores!