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

The Mansion At Ocean Edge Resort & Golf Club - Orleans, MA
8.3 2643 reviews

The Mansion At Ocean Edge Resort & Golf Club

resort, Brewster
The Mansion at Ocean Edge Resort and Golf Club is located in Brewster, a short drive from the Cape Cod Museum of Natural History and the Wellfleet Drive-In Theater & Cinemas. It has consistently received very good ratings for location, cleanliness, and overall user experience.
The resort offers a range of accommodation options, including guest rooms with patios or balconies and villas with full kitchens and living rooms. Guests can enjoy a private beach, two swimming pools, a spa, a fitness centre, tennis courts, and a variety of dining options, including a pub, a tavern, and a seasonal terrace.
Oceanview/private Beach, 
Pool, Renovated!5bd4bth - Orleans, MA
10 41 reviews

Oceanview/private Beach, Pool, Renovated!5bd4bth

apartment, Chatham
This five-bedroom Chatham holiday home, situated in the desirable Harbour Coves neighbourhood, offers private beach access and is a short walk from Ryder's Cove, enjoying ocean views.
The spacious property boasts a new gated pool and spa, a large garden with a gas grill and fire pit, accommodating up to six guests and featuring a fully equipped kitchen, three bathrooms and new appliances.
Cape Cod Retreat Near Nauset Beach With Pool Oasis - Orleans, MA
10 5 reviews

Cape Cod Retreat Near Nauset Beach With Pool Oasis

apartment, Orleans
This Orleans holiday rental is situated 2.9 kilometres from Nauset Beach, offering a luxurious and recently refurbished residence.
This spacious four-bedroom house accommodates up to ten guests and features a heated swimming pool, a chef's kitchen with high-end appliances, and outdoor amenities including a patio and an outdoor shower.
Amazing Chatham Pool/patio/deck, 5 Br 4 1/2 Bath - Orleans, MA
9.9 61 reviews

Amazing Chatham Pool/patio/deck, 5 Br 4 1/2 Bath

apartment, Chatham
This Chatham holiday home, located 1.6km from Chatham town and beach, offers convenient access to the Chatham Bars Inn and boasts tranquil water views.
Sleeping up to 12 guests in four bedrooms and four bathrooms, the recently renovated property features a spacious open-plan layout, a private pool, jacuzzi, and extensive garden, perfect for families.

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
9.0 36 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.
Beautiful Home In Orleans. Park, Beach, Lake & Ocean.  Telsa Charge - Orleans, MA
9.8 17 reviews

Beautiful Home In Orleans. Park, Beach, Lake & Ocean. Telsa Charge

apartment, Orleans
This seven-bedroom house is located on a river in Orleans, just 0.16 kilometers from Nickerson State Park and within 5 kilometers of Orleans Bowling Center, Stony Brook Grist Mill, Skaket Beach, and Jonathan Young Windmill. The property has received excellent user ratings, indicating a high level of satisfaction from previous guests.
The house comfortably accommodates up to 26 guests and features a fully equipped kitchen, a garden, barbecue grills, and a terrace. Guests can enjoy stunning river views, relax in the tranquil surroundings, and explore the diverse ecosystem of Nickerson State Park, all within easy reach of Orleans' attractions and activities.
The Sea Captain's Carriage House - Orleans, MA
9.9 202 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.
3 Bedroom 1 Bath Close To 3 Golf Courses - Orleans, MA
9.3 65 reviews

3 Bedroom 1 Bath Close To 3 Golf Courses

apartment, Brewster
This family-friendly holiday home is located just a mile from Nickerson State Park and Sheep Pond, and within two miles of Captains Golf Course and Rail Trail Bike Shop, offering easy access to both nature and leisure activities. It has consistently received excellent ratings for location, cleanliness, and overall experience.
The property features three bedrooms, comfortably accommodating up to eight guests. Enjoy a relaxing stay with amenities including a garden, barbecue grills, a spa, and a terrace, perfect for enjoying the outdoors.

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

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.
Ping-pong & Backyard: Spacious Chatham Retreat - Orleans, MA
10 1 review

Ping-pong & Backyard: Spacious Chatham Retreat

house, Chatham
This Chatham holiday home, situated 2.9 kilometres from Ridgevale Beach and 22.5 kilometres from Nauset Lighthouse, offers convenient access to the area's coastal attractions.
This four-bedroom property boasts 232 square metres of floor space, comfortably accommodating up to 15 guests with amenities including a fully equipped kitchen, private parking, and Wi-Fi.
Spacious W/ Large Outdoor Area Fire Pit! - Orleans, MA
9.4 109 reviews

Spacious W/ Large Outdoor Area Fire Pit!

apartment, Chatham
This seaside property is situated near Chatham, less than 1.6km from the Chatham Shark Center and Veterans Field, and within 3.2km of Gallery Antonia and Mayo House.
This 186 square metre house, sleeping eight guests, boasts four bedrooms, two bathrooms, a fully equipped kitchen, garden, terrace, parking, and in-house laundry facilities; enjoy ocean views and easy beach access.
Adorable Condo With Patio, Shared Pool, & Hot Tub - Close To The Water - Orleans, MA
No reviews

Adorable Condo With Patio, Shared Pool, & Hot Tub - Close To The Water

apartment, Brewster
This Ocean Edge condo in Brewster, MA, is conveniently located near golf courses and beaches, offering easy access to the town beach and the wider Ocean Edge resort amenities.
This 102 square meter apartment accommodates up to six guests, featuring one bedroom, two bathrooms, a fully equipped kitchen, a patio with a gas grill, and access to resort facilities including swimming pools and a gym.

Best Orleans, MA accommodations with a kitchen

Outer Cape Cod Weekly House Rental - Orleans, MA
9.2 87 reviews

Outer Cape Cod Weekly House Rental

apartment, Eastham
This charming holiday home is situated in historic Eastham, just a short distance from Cape Cod National Seashore, ocean and bay beaches, and the Wellfleet Bay Wildlife Sanctuary. The property has received excellent ratings for its location, cleanliness, and overall experience, making it a popular choice among travellers.
The home features three bedrooms and two bathrooms, comfortably accommodating up to six guests. It boasts a fully equipped kitchen, air conditioning, a spacious garden, and a dog-friendly environment, ensuring a comfortable and enjoyable stay for all.
Gray Gables - Orleans, MA
9.0 3 reviews

Gray Gables

house, Orleans
Gray Gables, a four-bedroom house in Orleans, is situated 2.1km from South Orleans Beach and within a 32km radius of Nauset Lighthouse, Wellfleet Bay Wildlife Sanctuary, and Cape Cod National Seashore.
This 175 square metre property sleeps eleven guests and boasts three bathrooms, a fully equipped kitchen with dishwasher, air conditioning, a garden, parking, and free Wi-Fi; nearby cycling routes offer further exploration opportunities.
118 M² House ∙ 3 Bedrooms ∙ 6 Guests - Orleans, MA
10 1 review

118 M² House ∙ 3 Bedrooms ∙ 6 Guests

house, Eastham
This three-bedroom Eastham holiday home, Turtle Dreams, is situated 0.8km from the Cape Cod Rail Trail and within 1-2km of Herring Pond, Great Pond, Boat Meadow Beach, and First Encounter Beach.
The 118 square metre property boasts a modern kitchen, two bathrooms, sleeps six guests, and includes access to a $750 Xplorie package offering local attractions and activities.
Short Walk To The Ocean;  Soak Up Tranquility - Orleans, MA
9.2 12 reviews

Short Walk To The Ocean; Soak Up Tranquility

apartment, Orleans
This Orleans holiday home, a short 0.16km stroll from Nauset Beach and its footbridge, offers private beach access.
The four-bedroom, two-bathroom property boasts a well-equipped kitchen, multiple patios, a garden, gas barbecue, outdoor shower, laundry facilities, and beach chairs; sleeping up to eight guests comfortably.
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