Find short term rentals in Orleans, MA at the best prices
628 available short term rental offers
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Best Short term and Weekly rentals in Orleans, MA
10 14 reviews
Orleans, MA
25/06 – 30/06
$559/nighttotal: $2795 (5 )
On Bakers Pond, An Upscale Cabin.
1 2
cabin , Orleans
This three-storey cottage in Orleans offers direct access to Bakers Pond, a 28-acre trout-stocked water body perfect for fishing and kayaking, with stunning sunset views. This well-appointed accommodation sleeps four guests across two bedrooms and two bathrooms, featuring air conditioning, Wi-Fi, a full kitchen, and keyless entry, with two dedicated parking spots and a walkout lower level providing patio access to the pond.
Orleans, MA
11/07 – 15/07
$913/nighttotal: $3652 (4 )
2-bedroom Condo At Ocean Edge With Ac And Comfort; Pool Access Available
2 3
apartment , Brewster
This two-bedroom, two-bathroom condominium is situated on the second floor of the Ocean Edge resort in Brewster, offering central access between two large resort pools and within easy reach of the Fletcher Cardio Centre and Arbor Pool. This self-catering apartment boasts a full kitchen with a microwave oven and dishwasher, complimentary high-speed WiFi, air conditioning, parking, and a private balcony, with a shuttle service to Crosby Landing Beach and proximity to the Cape Cod National Seashore and the Cape Cod Museum of Natural History.
9.6 17 reviews
Orleans, MA
25/06 – 30/06
$538/nighttotal: $2690 (5 )
Seaside Escape-art-filled 2 Bd On Town Cove
2 2
apartment , Eastham
This charming cottage is situated in a private community on Town Cove in Eastham, just a short distance from the town centre and its popular beaches. The cottage is within easy reach of the local shops, restaurants and attractions. The cottage has two bedrooms and one bathroom, comfortably sleeping up to four guests. It offers a fully equipped kitchen, a private dock and beach access on Town Cove, a large patio with a fire table, a fire pit, sun loungers, and a spacious outdoor shower.
Orleans, MA
25/06 – 30/06
$386/nighttotal: $1930 (5 )
Beautifully Renovated Second-floor Condo
1 2
apartment , Brewster
This newly renovated one-bedroom flat in Brewster is located within the Ocean Edge Resort, offering proximity to the Cape Cod Bay shoreline. This accommodation provides a queen bed and sleeper sofa for up to four guests, a fully equipped kitchen with new appliances, a recently updated bathroom, and year-round comfort with heating and air conditioning, all complemented by complimentary parking.
9.2 11 reviews
Orleans, MA
11/07 – 15/07
$1506/nighttotal: $6024 (4 )
The Alpine/walk To Beach For 2 Or More!
3 3
apartment , Eastham
This Eastham holiday home, situated 0.16km from Thumpertown Beach and close to the Cape Cod Rail Trail, offers easy access to Nauset Light Beach and other local attractions. The 106 square metre property features four bedrooms, two bathrooms, sleeps up to twelve guests, and includes a fully equipped kitchen, screened porch, game room with pool and poker tables, and a Bocce court.
Orleans, MA
11/07 – 15/07
$1046/nighttotal: $4184 (4 )
Peaceful Stay With Town Cove Access
3 3
apartment , Eastham
This Eastham flat is located in a quiet, private setting, 200 metres from deeded access to Town Cove, offering a secluded and peaceful environment with convenient water access. This three-bedroom, two-bathroom maisonette accommodates six guests and features a well-equipped kitchen with a fridge, microwave, and dishwasher, air conditioning, a garden, and complimentary kayaks and paddle boards, plus $750 daily value of free tickets to local attractions such as Island Cruises and the Whydah Pirate Museum through Xplorie.
Orleans, MA
25/06 – 30/06
$1052/nighttotal: $5260 (5 )
Getaway Near Bakers Pond & Beaches 2422
4 2
apartment , Orleans
This Orleans holiday home offers deeded access to Bakers Pond and is conveniently located within 1 kilometre of the A10 highway for exploring Cape Cod, with downtown Orleans and its shops, restaurants, and the Cape Cod Baseball League just a short distance away. This four-bedroom, three-bathroom property accommodates up to eight guests and features an open-plan living area, a sunroom with a sofa bed, a primary bedroom suite with deck access, a finished basement with laundry facilities, and a private garden with a deck and barbecue, all while being a short walk from Bakers Pond's sandy beaches.
9.9 599 reviews
Orleans, MA
25/06 – 30/06
$275/nighttotal: $1375 (5 )
Charming 1840s Sea Captain's Bedroom & Bath
1 2
apartment , Eastham
This Eastham guesthouse is conveniently located on Route 6, a 5-10 minute drive from the National Seashore beaches and within easy reach of Orleans, Wellfleet, Brewster, and Provincetown (distances approximately 8-16km, 32km, and 64km respectively). The self-catering unit features a queen bed, double futon, air conditioning, a private garden, and access to a grand piano in a dedicated music room; it sleeps two guests and welcomes pets.
9.4 8 reviews
Orleans, MA
25/06 – 30/06
$742/nighttotal: $3710 (5 )
Spacious Harwich Haven Near Round Cove (1116)
3 2
apartment , Harwich
This detached house in Harwich is located on a quiet cul-de-sac, 800 metres from Round Cove on Pleasant Bay, offering convenient access to Chatham and Orleans. The property features four bedrooms accommodating up to eight guests, a well-equipped kitchen, a TV room, a large living room with deck access, a garden with an enclosed outdoor shower, and a gas barbecue, with nearby activities including sailing, surfing, fishing, and cycling.
Orleans, MA
11/07 – 15/07
$707/nighttotal: $2828 (4 )
Peaceful Waterfront Cottage Escape
2 3
apartment , Eastham
This waterside cottage in Eastham offers direct access to Town Cove, with the Cape Cod National Seashore, bay and ocean beaches, local eateries, and cycle routes all within easy reach. This two-bedroom, two-bathroom holiday home accommodates four guests and includes a private dock with complimentary kayaks and canoes, a shared patio with a fire pit, an enclosed dog area, and the Xplorie programme providing $750 daily for attractions such as Island Cruises and Whale Watch.
9.7 155 reviews
Orleans, MA
11/07 – 15/07
$718/nighttotal: $2872 (4 )
Cape Cod Comfortable House Awaits!
1 3
apartment , Harwich
This three-bedroom Harwich apartment is situated in a quiet neighbourhood, less than 3.2 kilometres from grocery stores, petrol stations, a bank, and other essential amenities. The property offers a fully equipped kitchen, a spacious dining room, a screened-in porch, a side deck for grilling, two Smart TVs, wireless internet, central air conditioning, a washing machine and tumble dryer, and a travel cot for small children, comfortably accommodating up to six guests.
Orleans, MA
25/06 – 30/06
$606/nighttotal: $3030 (5 )
Relaxing Eastham Retreat With Waterfront Views
2 2
apartment , Eastham
This Eastham cottage, Bell Buoy, offers direct waterfront access on Town Cove, placing you within easy reach of the Cape Cod National Seashore, bay and ocean beaches, restaurants, and bike trails. This split-level property accommodates four guests and features a private deck, a shared patio with a fire pit, a gas fireplace, and complimentary daily tickets to local attractions including Island Cruises and Whale Watch.
Best family friendly Orleans, MA Short term rentals
Among the 628 accommodations in Orleans, MA, here are the 4 best family friendly rentals
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.
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.
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.
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
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.
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.
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.
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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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.
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.
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.
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
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.
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.
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.
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.