Places to stay in Orleans, MA

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Orleans, MA place to stay
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1026 Best places to stay in Orleans, MA

Best Orleans, MA lodgings with a pool

Among the 1026 accommodations in Orleans, MA, here are the 4 best ones with a pool

229 M² House ∙ 4 Bedrooms ∙ 8 Guests - Orleans, MA
No reviews

229 M² House ∙ 4 Bedrooms ∙ 8 Guests

house, Harwich
This Harwich holiday home is located within easy reach of Harwich Port's shops and restaurants, and approximately 2.9 kilometres from Jacknife Beach.
This 228 square metre dwelling accommodates up to eight guests and includes four bedrooms, two bathrooms, a kitchen with a fridge, microwave, and dishwasher, air conditioning, a private swimming pool, hot tub, and complimentary daily tickets to local attractions through Xplorie, such as Island Cruises and Whale Watch tours.
Charming 3-bedroom Condo In Endicott Village At Ocean Edge Resort & Golf Club - Orleans, MA
10 5 reviews

Charming 3-bedroom Condo In Endicott Village At Ocean Edge Resort & Golf Club

apartment, Brewster
This three-bedroom Brewster condo, ideal for families, offers easy access to Cape Cod beaches and the Cape Cod National Seashore, with attractions such as the Cape Cod Inflatable Park and Adventure Chatham at unspecified distances.
The 149 square metre property boasts three bathrooms, en-suite dining areas in each bedroom, a fully equipped kitchen in the main living area and individual bedrooms, and a private patio in each bedroom, accommodating up to eight guests.
Elevate Your Cape Stay: Chatham Luxury With Pool & Beach Rpam026 - Orleans, MA
10 13 reviews

Elevate Your Cape Stay: Chatham Luxury With Pool & Beach Rpam026

apartment, Chatham
This six-bedroom holiday home is located in North Chatham, just 1.4 kilometres from the Chatham Bars Inn and 2.1 kilometres from Main Street. The property has received excellent user reviews, highlighting its high standard of comfort and amenities.
This spacious property offers 502 square metres of living space and can accommodate up to 16 guests. The home features a private pool and spa, multiple decks with outdoor dining areas, a screened-in porch, and a large TV room with a comfortable cloud couch.
7-br Retreat Pool, Hot Tub, Sauna, Barn - Orleans, MA
10 1 review

7-br Retreat Pool, Hot Tub, Sauna, Barn

house, Chatham
This Chatham holiday home, near Ridgevale Beach (1.8 km) and Cockle Cove Beach (2.4 km), offers easy coastal access.
This seven-bedroom property boasts 372 square metres of floor space, accommodating up to 20 guests and featuring a private pool, spa, and fully equipped kitchen; nearby attractions include Cape Cod National Seashore (37 km) and Nauset Lighthouse (24 km).

Best family friendly Orleans, MA lodging

Among the 1026 accommodations in Orleans, MA, here are the 4 best for families

~ 4 Mi To Dtwn: Chatham Home W/ Fire Pit - Orleans, MA
9.1 38 reviews

~ 4 Mi To Dtwn: Chatham Home W/ Fire Pit

house, Chatham
This charming house is located in South Chatham, just 3 kilometres from the beach and 32 kilometres from the Wellfleet Bay Wildlife Sanctuary, offering easy access to the beautiful Cape Cod coastline. The house has received excellent user and location ratings and a very good cleanliness rating.
The house has 3 bedrooms, 2 bathrooms and a floor area of 167 square metres, comfortably accommodating up to 8 guests. This well-equipped property features a fully equipped kitchen, a garden, a spa, a bar, a parking area, air conditioning, internet access, and an elevator, making it perfect for families or groups looking for a relaxing and enjoyable stay.
The Sea Captain's Carriage House - Orleans, MA
9.9 206 reviews

The Sea Captain's Carriage House

apartment, Eastham
The Carriage House is situated in Eastham, just a short distance from the beaches and within easy reach of the town centre, offering a tranquil escape in a picturesque setting. It boasts excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
This charming one-bedroom cottage is perfect for couples seeking a peaceful getaway, accommodating up to two guests. The property features a well-equipped kitchen, a private garden, and a unique outdoor shower, providing everything needed for a relaxing and memorable holiday.
Cape Cod Chatham  Water View Retreat - Orleans, MA
10 125 reviews

Cape Cod Chatham Water View Retreat

apartment, Chatham
This one-bedroom apartment is situated in Chatham, a short 16-kilometre drive from Harwich, offering easy access to the beaches and attractions of Cape Cod.
The self-catering studio apartment features a queen bed, a sofa bed, a spacious dressing room and bathroom, and a private patio with a large stone fireplace, ideal for couples or solo travellers seeking a peaceful retreat.
Bright 3 Bdrm 2 Bath On Bike Trail, 5 Min To Beach - Orleans, MA
9.5 13 reviews

Bright 3 Bdrm 2 Bath On Bike Trail, 5 Min To Beach

apartment, Brewster
This Brewster holiday home sits on a quiet cul-de-sac, a short walk from the Cape Cod Rail Trail and under 5km from Brewster's beaches.
The three-bedroom, two-bathroom property sleeps six, boasting a fully equipped kitchen, air conditioning, a garden with patio, fire pit and barbecue, plus bikes and beach toys for guest use.

Frequently asked questions about accommodations in Orleans, MA

  • How can travelers reach Orléans, MA?

    The easiest way to get to Orleans is by car, as it's about 100km from Boston. You can also take the train to Hyannis and then a bus or taxi to Orleans. Cape Cod Regional Transit Authority operates a bus service that connects Orleans to surrounding towns.
  • What are the best accommodations in Orleans, MA?

    Among the accommodations in Orleans, MA, Olde Tavern Motel And Inn - Cape Cod, Rodeway Inn Orleans - Cape Cod and Skaket Beach Motel are the most popular ones.

  • What outdoor activities can visitors enjoy in and around Orléans, MA?

    Orleans is a haven for outdoor enthusiasts! You can go swimming, sunbathing, or surfing at Nauset Beach. There are also plenty of hiking trails in the area, including the Cape Cod Rail Trail. If you're feeling adventurous, try kayaking or stand-up paddleboarding in the bay.
  • What are the best accommodations with a pool in Orleans, MA?

    Olde Tavern Motel And Inn - Cape Cod, Rodeway Inn Orleans - Cape Cod and Skaket Beach Motel are the best accommodations with a pool in Orleans, MA.

  • When is the ideal time to plan a trip to Orléans, MA?

    The best time to visit Orleans is during the summer months, from June to August, when the weather is warm and sunny. However, if you're looking for a quieter experience, you can visit in the spring or autumn. The shoulder seasons offer pleasant weather and fewer crowds.
  • What are the best accommodations with a jacuzzi in Orleans, MA?

  • What are the best walking or cycling routes in Orléans, MA?

    The Cape Cod Rail Trail runs through Orleans and offers a scenic 40km path for walking or cycling. For a shorter walk, you can explore the historic district of Orleans, which is lined with charming shops and restaurants. The beachside path along Nauset Beach is also a lovely option for a leisurely stroll.
  • What are the best accommodations for families and kids in Orleans, MA?

    The best accommodations for families and kids in Orleans, MA are Rodeway Inn Orleans - Cape Cod, Skaket Beach Motel and Cozy Corner.

  • What nearby towns or cities can be explored from Orléans, MA?

    Orleans is a great base for exploring the Cape Cod region. You can easily visit nearby towns like Chatham, Harwich Port, and Provincetown. For a day trip, consider heading to Boston, which is about a 2-hour drive from Orleans.
  • What are the best pet friendly accommodations in Orleans, MA?

  • What amenities can travelers expect from accommodations in Orléans, MA?

    Orleans offers a range of accommodation options, from cozy bed and breakfasts to comfortable hotels and motels. Many accommodations provide amenities like swimming pools, hot tubs, and breakfast. You can also find vacation rentals with kitchenettes or full kitchens, perfect for families or groups.
  • What are the best accommodations with parking in Orleans, MA?

    Olde Tavern Motel And Inn - Cape Cod, Rodeway Inn Orleans - Cape Cod and Skaket Beach Motel are the best accommodations with parking in Orleans, MA.

Popular destinations

Best Orleans, MA accommodations with a balcony

A Contemporary Gem W/cape Character, Dog Friendly! - Orleans, MA
9.8 12 reviews

A Contemporary Gem W/cape Character, Dog Friendly!

apartment, Harwich
This Harwich seaside house, situated within 3.2km of Captain's Cove Golf Course and Cape Cod beaches, and 4.8km from Nickerson State Park, offers stunning ocean views.
The 170 square metre property boasts four bedrooms, two bathrooms, sleeps eight, and includes a fully equipped kitchen, fitness centre, garden, terrace, parking, and laundry facilities.
Spacious Home With Huge Deck & Tree-lined Yard, Grill, & Wifi - Great Location - Orleans, MA
9.6 14 reviews

Spacious Home With Huge Deck & Tree-lined Yard, Grill, & Wifi - Great Location

apartment, Orleans
This spacious four-bedroom flat in East Orleans offers proximity to Cape Cod Beaches and the Cape Cod National Seashore, with Orleans Bowling Centre and Cape Escape Adventure Golf within easy reach.
Boasting 220 square metres of living space with air conditioning and WiFi, this property accommodates up to eight guests and features a well-equipped kitchen, multiple reception rooms, and an expansive deck perfect for outdoor relaxation.
Cozy Large Home In Harwich With Patio Near Wequassett Resort - Orleans, MA
9.8 14 reviews

Cozy Large Home In Harwich With Patio Near Wequassett Resort

apartment, Harwich
This smoke-free holiday home, ‘Cozy Large Home In Harwich With Patio Near Wequassett Resort’, is situated in Harwich, within 5km of Cape Cod beaches, Captain's Cove Golf Course, and Adventure Chatham.
The 156 square metre property boasts three bedrooms, two bathrooms, sleeps nine guests, and includes a swimming pool, spa, barbecue facilities, and a fully equipped kitchen; on-site water park adds extra family fun.
100 Ft To Skaket Beach! - Orleans, MA
9.5 29 reviews

100 Ft To Skaket Beach!

house, Orleans
This five-bedroom Orleans holiday home enjoys a superb seaside location, just a short walk from Cape Cod Beaches and Skaket Beach, and within 3.2km of the Orleans Bowling Centre and Rock Harbour Beach.
The 203 square metre property offers ample space for up to 12 guests, boasting a fully equipped kitchen, private garden, balcony, parking, and excellent guest reviews; internet access is also included.

Best Orleans, MA accommodations with a kitchen

Walk 5 Minutes To Nauset Beach - Orleans, MA
No reviews

Walk 5 Minutes To Nauset Beach

house, Orleans
This Orleans holiday home, a 4-minute walk from Nauset Beach and 15km from Nauset Lighthouse, offers easy access to Cape Cod's attractions.
The 137 square metre property boasts four bedrooms, two bathrooms, sleeps 19 guests, and includes a fully equipped kitchen, garden, parking, Wi-Fi, and a washing machine.
Modern Cape Apartment In Orleans, Private Entrance - Orleans, MA
9.2 210 reviews

Modern Cape Apartment In Orleans, Private Entrance

apartment, Orleans
This Orleans studio apartment is conveniently located near beaches, boat launches, and hiking trails, a short distance from the town's shops and restaurants.
The pet-friendly self-catering unit sleeps four, featuring a queen bed and double futon, a kitchenette with microwave, fridge, freezer and Keurig, plus Wi-Fi, CTV and air conditioning, and a private patio.
Steps To Rock Harbor | Ac, Deck, Outdoor Shower - Orleans, MA
10 45 reviews

Steps To Rock Harbor | Ac, Deck, Outdoor Shower

apartment, Orleans
This two-bedroom Orleans holiday home, situated 0.1km from Rock Harbour and 1.6km from Orleans town centre, offers stunning sunset views and easy access to shops and restaurants.
The self-catering property sleeps six, boasting a fully equipped kitchen including a lobster pot, a private deck with outdoor shower and gas grill, plus amenities such as air conditioning, a washer/dryer, and beach equipment.
On Bakers Pond, An Upscale Cabin. - Orleans, MA
10 18 reviews

On Bakers Pond, An Upscale Cabin.

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.
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