House vacation rentals in Orleans

5 out of 5 average rating, 38 reviews

Steps to Rock Harbor | AC, Deck, Outdoor Shower

Welcome to Rock Harbor! Just steps from one of Orleans’ most loved harbor areas, this newly renovated Cape Cod cottage blends classic coastal charm with modern comfort. Whether you're heading to the beach, catching a sunset at Rock Harbor, exploring the National Seashore, or day-trip to Provincetown, Chatham, or Hyannis, this is an easy & relaxing place to come home to. Perfect for families, couples, or friends, the cottage sleeps up to 6 & has been thoughtfully designed for a comfortable stay.

An inviting entryway is framed by light-colored walls and a marble floor. A wooden side table holds decorative items and a round mirror. A bright green door opens to the outdoors, while a staircase is visible to the right.

4.95 out of 5 average rating, 82 reviews

Conveniently located, spacious and pets considered

The perfect place to stay and explore Cape Cod for couples, families (with kids) and groups up to 9. Dogs considered. A pet cleaning fee will apply.Great work spaces for those working remotely. This very well-equipped and super family-friendly house is very close to Nauset & Skaket Beaches, great restaurants, bike trail & mini-golf. Large fenced in yard, fire pit and Smart TVS.Weekly rentals (Sat-Sat) in summer 2024 from June 22-Sept 7. Bed linens included. Towel sets $25pp. 14.45% lodging tax.

An aerial view captures a cottage nestled among vibrant green trees, showcasing the surrounding natural landscape. A glimpse of the ocean is visible in the distance. The cottage features a deck facing the woods, providing a serene and secluded ambiance.

5 out of 5 average rating, 30 reviews

Peaceful Nauset Beach Sanctuary

Imagine driving down a quiet private dirt road behind one of the nicest beaches on Cape Cod. Enter the property through a gate and walkway and you’re in your own private sanctuary. The cottage feels like a treehouse looking onto the tidal marsh behind Nauset Beach. Inside you will feel the vibes of a nostalgic cape cod cottage with modern amenities and style. Chill out on the deck. Take a 10 minute walk to a private section of Nauset Beach or drive to our free association Nauset parking lot.

5 out of 5 average rating, 6 reviews

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!

A spacious dining area features a long white table adorned with a runner and decorative centerpiece. Overhead, a chandelier adds elegance, while large windows frame views of the water. Natural light brightens the room, complemented by charcoal slate flooring and a cozy seating arrangement nearby.

4.96 out of 5 average rating, 312 reviews

Slate House - a modern waterfront getaway

Water front on Frost Fish Creek! This recently renovated 3 bedroom (sleeps 9) 2 bath home is tucked off the road in a private oasis with panoramic water front views from almost every room. The bright open floor plan with fireplace, blue slate floors, high open ceilings to second floor, three pairs of sliders that boast nature, water views, fire pit, and screened in lounge and abundant sunlight. Walking distance to a small private dog friendly beach. Driving distance to many great beaches.

A bright living area features large windows overlooking a scenic marshland and ocean view. A cozy cream-colored couch and an armchair are positioned near a glass coffee table, inviting relaxation. Natural light fills the space, enhancing the tranquil ambiance.

4.97 out of 5 average rating, 172 reviews

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.

4.93 out of 5 average rating, 321 reviews

The cottage showcases a classic Cape Cod design, framed by greenery and a gravel pathway. A standalone structure is visible with a sloped roof and a front door lined with dark shutters. Sunlight casts a warm glow on the exterior against a clear blue sky.

Home in East Dennis

Cape Cod Cottage by the Bay!

Classic, beautifully crafted, newer cottage by Cape Cod Bay. All amenities. Stainless steel kitchen, Cathedral ceilings, Wide plank wood floors, water view. 2 min walk to one of the best beaches on the Cape! Quiet locale in the historic village of Quivet Neck, within East Dennis. 35 miles to Provincetown. I do not allow pets. I have family members with severe allergies who use the cottage. There is no AC at this cottage. I have 15 windows, 4 fans and an ocean breeze.

A charming cottage is set amidst well-maintained landscaping, featuring shingle siding and a welcoming front porch. Natural light is evident in the multiple windows, and the property is enclosed by neatly trimmed hedges, offering privacy and a cozy atmosphere.

5 out of 5 average rating, 79 reviews

4 Season Cottage, Nauset Beach, tennis court

A four-season, luxurious, cottage-style retreat near the glorious beaches on the North spit of Nauset Beach, off Nauset Heights. Tennis court, ample grounds, walking neighborhood, and easy beach access. This Property is shared with two seasonal cottages. Perfect for getaways, the cottage is designed for a couple or individual. While there are two twins downstairs, these are appropriate for children, a friend, or a relative who will not be jealous of the king room upstairs.

A charming cottage exterior is showcased, featuring natural wood siding and flower boxes below the windows. The entrance is framed by shrubs, while a grassy area surrounds the cottage. Mature trees provide shade, enhancing the peaceful setting in a tree-filled neighborhood.

4.84 out of 5 average rating, 159 reviews

Delightful Chatham Cottage, Cheerful and Clean

AirBnB Superhost, local owner has 25 years of online vacation rental experience with this property. Refreshed and updated , our 1 bedroom cottage is an ideal getaway spot for a couple or young family. The cottage is located on a 1/2 acre lot in the geographical center of Chatham, on a private road in a quiet, tree-filled neighborhood. Guests all agree that we have a fantastic location at an affordable price. Enjoy a relaxing stay while being close to everything in town.

A charming exterior of the Carriage House features weathered shingle siding and a cupola on the roof. Surrounded by landscaped gardens, the entrance showcases a well-kept pathway and a mix of greenery and blooming flowers, creating a welcoming ambiance.

4.96 out of 5 average rating, 196 reviews

The Sea Captain's Carriage House

The 1840s Carriage House has been beautifully remodeled. The first floor has a living room, dining area, kitchen, and powder room with washer/dryer. The backyard deck has seating for four and a Weber gas grill. Upstairs, the large, elegant bedroom features a king-sized bed, sitting area, reading nook/twin bed, writing desk, and ensuite bathroom with shower. The half acre property offers beautiful gardens for you to enjoy and a delicious outdoor shower.

A spacious backyard is surrounded by trees and features a well-maintained lawn. The house is visible in the background, with a light-colored exterior and multiple windows. A hammock is suspended between two trees, creating a relaxed outdoor space.

4.93 out of 5 average rating, 27 reviews

Orleans, MA Luxury Getaway

Enjoy the best the Cape has to offer! Stay at this hidden gem in Orleans, MA. Easy access to Nauset Beach and Little Pleasant Bay. Large, luxurious, and family friendly with a big yard in a quiet neighborhood. Enjoy our gazebo, firepit, outdoor grill, outdoor patio dining, and outdoor shower. Inside, luxuriate in this 4 bed 4 bathroom with a modern kitchen, breakfast nook, dining room, and living room. Washer and dryer included in basement.

5 out of 5 average rating, 33 reviews

Secluded Cape Home | Fire Pit & Hammock

Escape to a secluded Cape Cod oasis we call the Hidden Hollow. This beautiful, family-friendly home features a cozy fire pit for relaxing evenings. Bring your furry friend along to enjoy the peaceful surroundings. Perfect for those seeking a tranquil getaway. Come enjoy stunning sunsets, sandy beaches, bike rides and a warm, welcoming atmosphere. Learn more below!

Popular amenities for Orleans house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

The backyard features an inground pool illuminated at night, surrounded by wooden decking. Nearby, a shed with white shutters enhances the outdoor space, while lush greenery provides a serene backdrop.

4.92 out of 5 average rating, 36 reviews

5-bedroom Cape with a pool and yard games.

A sunny outdoor area is showcased, featuring a private heated pool surrounded by lounge chairs. Large blue umbrellas provide shade next to the pool, while decorative landscaping and a wooden playset are visible in the background. The space invites relaxation and comfort.

4.92 out of 5 average rating, 24 reviews

4 King Beds + Heated Pool+Game room+ Putting Green

4.72 out of 5 average rating, 39 reviews

A serene backyard setting features a private pool surrounded by a spacious patio. A sunbathing chair and a BBQ grill are positioned nearby, with a house showcasing large windows that invite natural light. Lush greenery frames the area, providing a sense of tranquility.

Home in Dennis

House on Cape Cod with pool close to beach

4.92 out of 5 average rating, 25 reviews

A dining area features a large wooden table surrounded by eight chairs, positioned on a soft area rug. Natural light filters through the sliding glass doors, enhancing the space that opens to the kitchen, which is equipped with modern appliances and ample cabinetry.

Home in East Dennis

Pet Friendly Near Mayflower Beach | Pool & Hot Tub

The exterior of the home is presented with natural wood siding, complemented by green shutters. Solar panels are mounted on the roof. A welcoming front porch leads to the main entrance, while a garage is visible to the left amidst well-maintained landscaping.

4.88 out of 5 average rating, 24 reviews

4 BD slice of Harwich Heaven

4.95 out of 5 average rating, 75 reviews

A bright studio unit features a queen-sized bed with a comfortable pull-out sofa nearby. Natural light floods the space through large windows. A small dining table with two chairs is positioned next to the seating area, providing a functional living space.

Home in Dennis Port

Walk to the beach or sit poolside! Updated studio!

4.91 out of 5 average rating, 162 reviews

A heated indoor pool is framed by sleek gray walls and illuminated with recessed lighting. Large sliding glass doors offer a view of the outdoor patio. Colorful pool floats and equipment are neatly arranged nearby, providing options for leisure activities.

Home in Plymouth

Seaview Summit | Ocean Views, Indoor Pool, Beach

4.93 out of 5 average rating, 41 reviews

An aerial view of a spacious property featuring a uniquely shaped heated saltwater pool surrounded by a stone patio. A large deck is positioned next to the pool, with several lounge chairs arranged nearby and greenery framing the area.

Home in New Seabury

Coastal Charm New Seabury: 5BRs with Private Pool

Weekly house rentals

A charming 1940s Cape Cod cottage is surrounded by greenery and trees, with a white exterior featuring traditional shingles. The front garden includes flowers and a seating area. A wooden fence runs along the property, adding to the serene, natural atmosphere.

4.96 out of 5 average rating, 23 reviews

Sweetbriar ~ Charming Cape Cottage ~ Dog-Friendly!

A historic two-story Cape Cod home is surrounded by lush greenery and well-maintained landscaping. The exterior features a combination of dark wooden siding and classic shutters, with a welcoming front porch and neatly trimmed bushes flanking the entrance.

5 out of 5 average rating, 6 reviews

The Cape Escape

An outdoor seating area features a circular table surrounded by eight cushioned chairs, providing a comfortable space for gatherings. A shaded umbrella offers protection from the sun, and a stylish fire pit is centrally located on a patterned outdoor rug.

4.97 out of 5 average rating, 33 reviews

Stunning Cape Cod Escape

The exterior of the modern home is visible, featuring a spacious deck with a dining table and teal chairs. Lush greenery and colorful flowers surround the area, while a light blue umbrella adds shade. A grill is positioned nearby, creating an inviting outdoor dining space.

5 out of 5 average rating, 24 reviews

Quiet, Sleeps 6, 2 Full Ba, 5 min Drive to Beach

5 out of 5 average rating, 41 reviews

The Hideaway - Harwich Port Getaway

A spacious roof deck features a dining table with seating for eight, shaded by a vibrant red umbrella. A lounge area showcases comfortable seating against a backdrop of a beautiful sunset. A grill and a cornhole game add to the outdoor enjoyment.

5 out of 5 average rating, 13 reviews

Luxury Home- Chatham Center- Walk to Town + Beach

4.78 out of 5 average rating, 60 reviews

Wequasset House - Quiet, spacious beach base

A spacious living area features light wood flooring and a decorative rug. A small dining bar with three stools is positioned against the wall. The kitchen is visible in the background, with modern appliances and plants enhancing the atmosphere. A doorway leads to the bedroom area.

4.71 out of 5 average rating, 24 reviews

Central location! Bungalow for 2 + Garden

Private house rentals

5 out of 5 average rating, 39 reviews

A well-appointed kitchen is showcased, featuring modern gray cabinetry and a central island with two wooden bar stools. Natural light enters through the door and overhead windows, highlighting the vaulted ceiling with exposed wooden beams. Appliances include a refrigerator and a coffee maker.

Home in West Harwich

Romantic little Cape Cod Cottage on Rail Trail

4.91 out of 5 average rating, 96 reviews

Walk to Ridgevale Beach | Chatham Escape

A well-maintained two-story house is set against a clear blue sky. Elegant steps lead to the front entrance, with a decorative stone wall and a landscaped garden featuring shrubs and flowers. A spacious deck is visible on the side, providing an inviting outdoor area.

4.97 out of 5 average rating, 32 reviews

East Orleans Aerie Between 2 Ocean Beaches!

A charming cottage exterior is seen from an angle, showcasing gray shingle siding and a covered porch. Stone steps lead up to the entrance, bordered by greenery and a wildflower garden. A clear blue sky can be seen above, adding to the cottage's inviting appearance.

4.86 out of 5 average rating, 14 reviews

Nauset Beach Cottage

The exterior of a classic Cape-style house is showcased, featuring a well-maintained pathway of brick leading to the entrance. Lush greenery surrounds the home, complemented by colorful blooming flowers, including vibrant red azaleas.

4.8 out of 5 average rating, 5 reviews

Beach Road pearl. 1 mile to Nauset Beach

4.89 out of 5 average rating, 95 reviews

A calm water surface reflects soft pink and orange hues from a sunset sky. The silhouette of trees lines the horizon, creating a serene backdrop for the quiet scene. A red kayak is visible in the foreground, inviting exploration on Swan Pond.

Home in Dennis Port

Dennisport 2 Bdr 1.5 Bath access to Swan Pond

5 out of 5 average rating, 3 reviews

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

The exterior of a charming two-story house features light-colored shingle siding and a welcoming front porch, furnished with a wooden bench. Manicured lawns and trees frame the property, complemented by a clear blue sky.