House vacation rentals in Orleans

4.98 out of 5 average rating, 106 reviews

A spacious, modern kitchen area features a large island with a dark base and white countertops, accented by pendant lights above. To the side, an open concept living space includes a comfortable seating arrangement and dining area, with natural light streaming in through large windows.

Home in Harwich Port

Spacious Modern Cottage, beach& Wychmere <1.4mile

Entire spacious newly renovated modern cottage in Harwich Port. Sun filled open concept living room with a large kitchen island. Great for families ! Less than 4 min drive to Red River beach and Bank street Beach. 3 min drive to Wychmere Beach Club wedding venue. Close to Harwich Port downtown. Centrally located, close to Chatham, Brewster and Dennis. Freedom Cruise Line ferry to Nantucket at the end of our street. Enjoy a hike to Harwich Thompson's field Conservation area. Close to bike trail

A wooden dock extends into a serene freshwater pond, surrounded by lush green foliage. The calm water reflects the clear blue sky and distant tree line, creating a tranquil setting for relaxation and outdoor activities.

4.86 out of 5 average rating, 219 reviews

Water Front Pond House - 3 acre Cape Cod Sanctuary

Extraordinary pondfront sanctuary on Cape Cod. 1300 sq.ft. home sleeps 8 in 3 bedrooms and 1 bath. Private dock and beach area. House is on the Pond and sited on 3 pristine acres - this property offers exceptional privacy with full water recreation opportunities while also being close to everything "Cape Cod". Centrally located in laid-back Brewster, 5 minutes to Bayside beaches, 10 mins to Chatham, Harwich Port, and Orleans. Local owners have 22 years of online vacation rental experience.

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.

4.95 out of 5 average rating, 295 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.

The exterior of a charming cottage is visible, featuring natural cedar shingles and a welcoming porch. Lush flower beds, including vibrant blue hydrangeas, frame the entrance, while a white picket fence adds to the quaint appeal. A well-maintained lawn enhances the home's inviting presence.

4.92 out of 5 average rating, 106 reviews

Antique Cape Home With Modern Conveniences

The Elisha Howland Saltbox provides your opportunity to experience the unmatched essence of a true 'Olde Cape Cod' home. We offer a restored antique Saltbox with 2 bedrooms and 2 bathrooms. For an additional charge, there is a detached cottage which can accommodate two more guests. PLEASE NOTE: we accept ONLY FULL WEEK RENTALS from mid-June to mid-September, but we welcome shorter or much longer stays during the rest of the year. Our home is a lovely place to spend a winter on Cape Cod.

5 out of 5 average rating, 332 reviews

A wooden outdoor table and benches are positioned on a stone patio, overlooking a serene pond. Lush greenery lines the water's edge, and white flowers in a planter enhance the natural setting. The calm water reflects the surrounding trees and sky.

Home in West Yarmouth

gorgeous waterfront cottage w/4kayaks and 2 SUPs

Small 500 sq ft gem . Quintessential Cape Cod cottage WATERFRONT on big Sandy Pond. Step back in time and enjoy being on Cape Cod in your own Camp. Come enjoy this charming cottage with 2 bedrooms and views of the pond throughout. Kayak, fish and swim from your front door. *1 Paddle Bd *4 kayaks- 4 adult/4 child life vests *Gas Fire-pit *Gas Grill *XL outdoor shower *Quiet lakeside hood *Gorgeous marble counters in the new kitchen *Remote control heating & cooling system *WiFi

4.96 out of 5 average rating, 213 reviews

A tranquil scene captures a couple seated on a dock, surrounded by tall green grasses. The calm water reflects soft hues of pink and blue from the sunset, creating a serene backdrop of trees across the pond.

Home in Dennis Port

Lakefront House/Private Dock/Year Round Hot Tub/AC

Beautiful cottage nestled on a half-acre of waterfront property on Swan Pond. The dock offers direct water access. Available are two kayaks, a canoe and two paddleboards. The kitchen offers beautiful views of the water while you enjoy your morning coffee. Local beaches are just minutes away. Enjoy the hammock, swings, hot tub, grill, outdoor fire pits and cocktails on the deck. Wanderers' Rest is located close to bike trails, boat rentals, movie theaters, restaurants, and bars.

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, 152 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, 318 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.

4.96 out of 5 average rating, 193 reviews

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.

Home in Eastham

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.

An inviting living area features a comfortable seating arrangement with a grey sofa and an accent chair. A dining table is visible, accompanied by floral arrangements. Warm light filters through large windows, illuminating the space, while a fireplace and decorative elements enhance the cozy atmosphere.

4.99 out of 5 average rating, 201 reviews

SeaPeace Cottage-East Brewster Deck,Firepit,W/D AC

• Fully equipped + stocked kitchen • Driveway parking for 3 vehicle + boat • Outdoor fire pit + hammock • Enclosed outdoor hot shower + sink • Access to private Blueberry Pond • Private deck Weber gas grill Cape Cod corn Hole yard game • Onsite washer + dryer • 15min drive to Chatham • 10min drive to Orleans Stroll to Nickerson State Park 6 Adirondack chairs Sea Peace Cottage-East Brewster

4.98 out of 5 average rating, 312 reviews

The exterior of the cottage features a screen porch adorned with climbing greenery, inviting natural light. A circular table sits on the grassy lawn, surrounded by vibrant flowers. The charming two-story structure is complemented by a sloping roof and generous windows.

Home in North Truro

Beautiful North Truro cottage with screen porch

This beautiful and restful four season cottage is a newly renovated barn over one hundred years old. It has two stories, fifteen by twenty feet, with a full bathroom and delightful screen porch surrounded by gardens. A sun filled retreat for 2 or 3 people.

A welcoming entrance is framed by a white trellis, lined with dense green foliage. The pathway leads to a charming house with a light-colored facade and a central front door, flanked by outdoor lighting fixtures and neatly trimmed shrubs.

4.94 out of 5 average rating, 177 reviews

Close to everything in Chatham

4 bedrooms ( 1 King bed, 3 Queen beds, 2 Twin beds and a Queen sofa sleeper), 2 1/2 baths, sleeps 10, 3 levels of living space, yard and patio, deck bbq, lounge chairs, large patio table with umbrella, outdoor shower and washer and dryer.

Popular amenities for Orleans house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

5 out of 5 average rating, 32 reviews

An aerial view showcases a tranquil swimming pool surrounded by a spacious lawn. Adjacent seating areas, including sun loungers and a fire pit with chairs, are positioned within the private fenced yard. Lush greenery and garden beds enhance the outdoor space.

Home in Harwich Center

Harwich Haven: Pool & Fire Pit

5 out of 5 average rating, 43 reviews

An aerial view captures the estate's expansive layout, featuring two charming buildings, a central saltwater pool, and a clay tennis court. Surrounded by greenery, the property showcases landscaped areas and pathways, creating an inviting outdoor space suitable for various activities.

Home in East Sandwich

XL Estate: 2 Homes-Pool-Tennis-Game Barn - 20 ppl

5 out of 5 average rating, 18 reviews

Home in East Dennis

Sleeps 12 near beach. Hot tub game room

4.8 out of 5 average rating, 30 reviews

An inviting outdoor space is depicted, featuring a spacious in-ground pool surrounded by lounge chairs. String lights are strung across the pool area, illuminating the backyard. A pool house and umbrellas provide additional amenities, while the home's facade is visible in the background.

Home in Barnstable

Stunning Cape Home - Inground Pool, 5 Min To Beach

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.

4.91 out of 5 average rating, 33 reviews

5-bedroom Cape with a pool and yard games.

4.93 out of 5 average rating, 59 reviews

The exterior of a multi-level home is shown, featuring large windows and a wrap-around deck. A screened porch is visible on the lower level, while manicured grass surrounds the structure. The sky is clear, providing ample natural light to the setting.

Home in Dennis

Cape Cod Lakefront Home

4.9 out of 5 average rating, 139 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

4.92 out of 5 average rating, 49 reviews

A spacious outdoor area is highlighted by a seasonal heated pool surrounded by a wooden deck. Multiple blue lounge chairs are arranged around the pool, and a fire pit table is situated at the center. A large checkers board and garden beds add to the inviting atmosphere.

Home in Yarmouth Port

Winslow Acres [heated] Pool Escape; pool May 15

Weekly house rentals

5 out of 5 average rating, 6 reviews

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.

Home in East Orleans

The Cape Escape

A serene view of a calm water surface reflects a vibrant sunset, blending shades of orange, pink, and purple in the sky. A simple structure is positioned near the shoreline, with silhouetted trees framing the scene, enhancing the natural beauty.

4.91 out of 5 average rating, 64 reviews

Romantic Orleans waterfront cottage

A two-story gray house is framed by trees and features large windows allowing natural light to fill the space. In the foreground, four colorful Adirondack chairs in blue and green are arranged on a grassy area, inviting relaxation outdoors.

4.97 out of 5 average rating, 32 reviews

Orleans Pleasant Bay CulDeSac 4BR 2BA

5 out of 5 average rating, 24 reviews

The Roost with path to beach

The exterior of the home showcases a charming coastal design, featuring white siding and blue shutters. A neatly landscaped front yard contains low hedges and fresh mulch, with stone pathways leading to the entrance. Solar panels are visible on the roof, emphasizing eco-friendly features.

4.89 out of 5 average rating, 9 reviews

Love, Orleans! w/ Hot Tub, S’mores near Golf!

A charming beach house with shingle-style siding is displayed, set within a landscaped yard. Two large bushes frame the entryway, and the building features multiple rooflines and skylights. A brick pathway leads to the front door, with trees providing partial shade in the foreground.

4.98 out of 5 average rating, 96 reviews

Beachfront Charmer! Newly Renovated.

A cozy game room features a high, wooden-beamed ceiling and ample natural light from large windows. Comfortable bean bags and a sofa provide seating near a coffee table and foosball game. A wall-mounted TV adds entertainment options to this inviting space.

4.82 out of 5 average rating, 11 reviews

Private Beach - 3 bedroom

5 out of 5 average rating, 37 reviews

A serene beach scene captures a gentle stream flowing through soft sand, leading to the ocean. The clear blue sky reflects sunlight across the water's surface, highlighting the expansive shoreline. Minimal vegetation and distant structures provide a sense of tranquility to the landscape.

Home in North Eastham

5 Min Walk to Bay Beach! Large, Newly Renovated!

Private house rentals

5 out of 5 average rating, 36 reviews

Beautiful 4 bed/3 bath in Brewster, MA

4.97 out of 5 average rating, 32 reviews

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.

Home in East Orleans

East Orleans Aerie Between 2 Ocean Beaches!

4.92 out of 5 average rating, 50 reviews

A spacious kitchen and dining area features a large wooden table surrounded by six upholstered chairs. Natural light streams through expansive windows, highlighting sleek cabinetry and modern appliances. A stone fireplace and contrasting dark countertops add an elegant touch to the open layout.

Home in Harwich

Spacious Luxury Cape House - 5min to Chatham

A calm freshwater pond is surrounded by lush greenery and tall trees. A float is visible on the water, providing a serene spot for relaxation. Lilypads are scattered across the surface, reflecting the clear blue sky.

4.91 out of 5 average rating, 93 reviews

Spacious studio on lovely pond in Chatham

The kitchen features white cabinetry and stainless steel appliances, including a refrigerator and electric stove. A breakfast bar with three stools offers seating. Natural light filters through the windows, illuminating the space. Wooden beams add a rustic touch to the overall design.

5 out of 5 average rating, 16 reviews

Over Joy: close to Nauset Beach, A/C, EV charger

4.93 out of 5 average rating, 40 reviews

An open-concept living space is depicted, featuring a long dining table that comfortably seats up to 12. A spacious living area can be seen in the background, complete with large windows allowing natural light to fill the room. A ceiling fan and coastal decor add to the atmosphere.

Home in North Eastham

Huge Roof Deck Overlooking Ocean. Paradise Awaits!

An open dining area features a wooden table set for four, adorned with a striped runner and delicate greenery. In the background, a modern kitchen showcases stainless steel appliances and ample counter space, while a spacious living area is visible, promoting a connected environment.

5 out of 5 average rating, 17 reviews

Centrally located, Orleans house