Find short term rentals in Orleans, MA at the best prices

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Orleans, MA short term rentals
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Best Short term and Weekly rentals in Orleans, MA

Best family friendly Orleans, MA Short term rentals

Among the 628 accommodations in Orleans, MA, here are the 4 best family friendly rentals

Townhouse At Ocean Edge 2b/2b + Loft - Orleans, MA
10 26 reviews
Orleans, MA
11/07 – 15/07
$1276/nighttotal: $5104 (4 )

Townhouse At Ocean Edge 2b/2b + Loft

2 3
apartment , Brewster
This two-bedroom apartment is located in Brewster, a short 10-minute drive from the beach and close to the Ocean Edge Resort, offering easy access to both relaxation and activities. The surrounding area is quiet and peaceful, perfect for a relaxing getaway.
The apartment is spacious and comfortable, with a cozy loft space and can comfortably accommodate up to six guests. It features a fully equipped kitchen, a washer and dryer, a patio with a grill, and access to Ocean Edge Resort amenities like multiple pools, tennis courts, and a pond for kayaking and stand-up paddleboarding.
Cozy Cape Condo Minutes From Brewster Beaches - Orleans, MA
9.8 111 reviews
Orleans, MA
25/06 – 30/06
$641/nighttotal: $3205 (5 )

Cozy Cape Condo Minutes From Brewster Beaches

1 2
apartment , Brewster
This two-bedroom apartment is located on the Ocean Edge Resort Golf Course in Brewster, just a short distance from Breakwater Beach and Crosby Landing Beach.
The apartment features a fully equipped kitchen, a 55-inch 4K TV, a patio, and a flexible guest bedroom with a bunk bed and a single twin bed, making it ideal for families.
121 M² Cottage ∙ 2 Bedrooms ∙ 4 Guests - Orleans, MA
Orleans, MA
11/07 – 15/07
$654/nighttotal: $2616 (4 )

121 M² Cottage ∙ 2 Bedrooms ∙ 4 Guests

2 3
cottage , Eastham
This Eastham holiday home is located directly on Town Cove, offering private dock access for kayaking and canoeing, and is situated within 3.2 kilometres of Rock Harbor Beach and the Cape Cod Rail Trail.
This 120 square metre bungalow sleeps four guests and features two bedrooms, two bathrooms, air conditioning, Wi-Fi, a kitchen with a fridge and microwave, a deck with outdoor dining and a grill, and includes the Xplorie program offering $750 worth of daily free tickets to local attractions.
Harwich Escape  Deck, Firepit & Near Beaches - Orleans, MA
Orleans, MA
25/06 – 30/06
$1205/nighttotal: $6025 (5 )

Harwich Escape Deck, Firepit & Near Beaches

3 2
apartment , Harwich
This 152 square metre holiday home in Harwich offers three bedrooms and two bathrooms, accommodating up to eight guests and is conveniently located 700 metres from Pleasant Road Beach, with easy access to local dining and shops in Harwich Port.
This family-friendly property boasts air conditioning, a well-equipped kitchen with a dishwasher, and a private garden with a deck and gas grill, providing ample space for relaxation and outdoor activities, including proximity to Sand Pond and the Cape Cod Rail Trail for further adventures.

Best Orleans, MA lodging with a balcony

Renovated 2nd-floor Corner Unit, New Interiors. Beach, Parking Passes On Us. - Orleans, MA
10 1 review
Orleans, MA
25/06 – 30/06
$479/nighttotal: $2395 (5 )

Renovated 2nd-floor Corner Unit, New Interiors. Beach, Parking Passes On Us.

1 2
apartment , Brewster
This recently renovated one-bedroom flat is located within the Ocean Edge resort in Brewster, offering convenient access to Cape Cod Beaches and Nickerson State Park, just 1.6 kilometres away.
This apartment accommodates up to four guests with a queen bed and a sleeper sofa, featuring a fully equipped kitchen, air conditioning, a balcony, garden access, and dedicated parking, with beach chairs and towels provided for your use.
Newly Built, Bayview House Steps From The Beach With Spacious Deck, W/d & Grill - Orleans, MA
9.8 6 reviews
Orleans, MA
25/06 – 30/06
$1657/nighttotal: $8285 (5 )

Newly Built, Bayview House Steps From The Beach With Spacious Deck, W/d & Grill

2 2
apartment , Eastham
This newly built Cape Cod-style holiday home in North Eastham offers direct access to a private bay beach, with ocean beaches, the Cape Cod Rail Trail, and the National Seashore all within a few kilometres.
This spacious 149 square metre holiday home accommodates up to four guests across two bedrooms and a den, featuring a fully equipped kitchen, open-plan living and dining areas, a finished basement with an Xbox One, and a deck with bay views.
Gorgeous Woodland Home With Deck & Firepit - Walk To Ocean Bluffs & Rail Trail - Orleans, MA
Orleans, MA
11/07 – 15/07
$1015/nighttotal: $4060 (4 )

Gorgeous Woodland Home With Deck & Firepit - Walk To Ocean Bluffs & Rail Trail

3 3
apartment , Eastham
This Eastham residence, a detached house, offers a secluded woodland setting with wildlife and is situated less than 1 kilometre from ocean bluffs and just over 1.6 kilometres from Nauset Light Beach, also being conveniently located half a kilometre from the Cape Cod Rail Trail.
This spacious 218 square metre property boasts three bedrooms and three bathrooms, accommodating up to four guests, and features unique reclaimed American chestnut beams, expansive outdoor space including a deck and firepit, a sunroom, and central air conditioning downstairs with mini-splits upstairs.
Lovely House 5 Min To Beach With Deck, Grill, Garage - Orleans, MA
10 3 reviews
Orleans, MA
11/07 – 15/07
$1191/nighttotal: $4764 (4 )

Lovely House 5 Min To Beach With Deck, Grill, Garage

4 3
apartment , Eastham
This Eastham property is situated minutes from Orleans' shops and restaurants and under 4km from Rock Harbour Beach, offering easy access to the Cape Cod Rail Trail.
This four-bedroom, two-bathroom house, boasting 178 square metres of floor space, comfortably sleeps eight guests and includes a fully equipped kitchen, outdoor shower, and dedicated workspace.

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Best Orleans, MA lodging with a kitchen

Light-filled Home Steps From Rail Trail - Near Pond, Bay & Ocean Beaches - Orleans, MA
Orleans, MA
25/06 – 30/06
$701/nighttotal: $3505 (5 )

Light-filled Home Steps From Rail Trail - Near Pond, Bay & Ocean Beaches

3 2
apartment , Eastham
This Eastham holiday home is situated on a wooded plot, a short distance from the Cape Cod Rail Trail, 1.6 kilometres from Herring Pond, 3.2 kilometres from First Encounter Beach, and a brief drive from other Cape Cod National Seashore attractions.
This 107 square metre holiday home accommodates up to six guests across three bedrooms and two bathrooms, featuring a well-equipped kitchen with a dishwasher and air fryer, a gas grill on the expansive back deck, a spacious garden, and indoor entertainment including a smart TV and Ping-Pong table.
Serene Retreat With Cove Views - Orleans, MA
Orleans, MA
25/06 – 30/06
$612/nighttotal: $3060 (5 )

Serene Retreat With Cove Views

1 2
cottage , Eastham
This waterfront bungalow in Eastham offers direct access to Town Cove, featuring a private dock ideal for launching kayaks and canoes, and is conveniently located within 5 kilometres of the Cape Cod National Seashore, bay and ocean beaches, and local amenities. This dog-friendly property boasts a 60 square meter open-plan interior for two guests, with air conditioning, Wi-Fi, a kitchen equipped with a fridge and microwave, and includes daily $750 worth of tickets to local attractions via the Xplorie partnership.
E. Orleans Real Bnb In Friendly Home Near-the-sea! - Orleans, MA
9.5 20 reviews
Orleans, MA
25/06 – 30/06
$279/nighttotal: $1395 (5 )

E. Orleans Real Bnb In Friendly Home Near-the-sea!

1 2
apartment , Orleans
This East Orleans guesthouse is conveniently located on a quiet street, a short walk (approx. 1.6km) from Nauset Beach and within walking distance of local amenities including the Barley Neck Inn and The Whisk restaurants.
Offering a queen-size bed, private bathroom, air conditioning, and full access to the house and grounds including a garden and kitchen facilities, this B&B sleeps two guests and includes a full breakfast.
Sunny Orleans Cottage Near Skaket Beach! 1929 - Orleans, MA
Orleans, MA
25/06 – 30/06
$614/nighttotal: $3070 (5 )

Sunny Orleans Cottage Near Skaket Beach! 1929

2 2
apartment , Orleans
This Orleans cottage is located in a quiet neighbourhood, just a short distance from the popular Skaket Beach.
This property offers accommodation for up to five guests, featuring two bedrooms, two bathrooms, a fully equipped kitchen, a three-season sunroom, a finished basement with a ping pong table, a private deck with a gas grill, and an enclosed outdoor shower.

Best Orleans, MA lodging with laundry available

New Brewster Condo Near Beach - Orleans, MA
Orleans, MA
25/06 – 30/06
$479/nighttotal: $2395 (5 )

New Brewster Condo Near Beach

1 2
apartment , Brewster
This renovated condominium is situated within the Ocean Edge Resort community, a short distance from Brewster's beaches, the Cape Cod Rail Trail, and local amenities.
This apartment offers accommodation for four guests and features a modern kitchen with a dishwasher, air conditioning, a private patio with golf course views, and a garden, providing a comfortable base for exploring Cape Cod.
Wellfeet Retreat - Orleans, MA
Orleans, MA
25/06 – 30/06
$675/nighttotal: $3375 (5 )

Wellfeet Retreat

3 2
apartment , Eastham
This Wellfleet flat offers proximity to Cahoon Hollow Beach, bayside waters for swimming, and downtown Wellfleet's restaurants, galleries, and shops, with the Wellfleet Drive-In Theater also nearby.
This property accommodates up to six guests, featuring three bedrooms, one bathroom, a fully equipped kitchen, air conditioning, a garden with a grill and fire pit, and an in-home washer and dryer.
Close To Town And Nauset Beach, Ev Charger, Air Conditioning, Outdoor Shower. - Orleans, MA
9.9 26 reviews
Orleans, MA
11/07 – 15/07
$1368/nighttotal: $5472 (4 )

Close To Town And Nauset Beach, Ev Charger, Air Conditioning, Outdoor Shower.

4 3
apartment , Orleans
This apartment is located in Orleans, just a short walk from Baker's Pond and Nickerson State Park, and within easy reach of Nauset and Skaket Beaches. It enjoys a tranquil wooded setting, close to nature and popular beaches, and has received excellent ratings for its location, cleanliness, and overall experience.
The property offers 279 square metres of space, comfortably accommodating up to 10 guests across multiple bedrooms. Enjoy modern amenities including central air conditioning, a well-equipped kitchen, a spacious patio with an outdoor shower and fire pit, and a shared landscaped yard.
Beach & Town Walkable:family Friendly Cape Getaway - Orleans, MA
9.6 17 reviews
Orleans, MA
25/06 – 30/06
$1143/nighttotal: $5715 (5 )

Beach & Town Walkable:family Friendly Cape Getaway

4 2
apartment , Eastham
This Eastham holiday home is situated within 3.2km of Campground Beach and Thumpertown Beach, offering easy access to Cape Cod's coastline.
The four-bedroom, four-bathroom property sleeps eight guests and boasts a fully equipped kitchen, private balcony, garden, free Wi-Fi, and parking; limited housekeeping is provided.
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