This Brewster townhouse, located in the Billington area, offers direct access to the 9th fairway of a Jack Nicklaus-designed golf course and is within easy reach of beaches, restaurants, and the Cape Cod Baseball League. The two-bedroom, two-bathroom property sleeps six, boasts a family-friendly layout with a ground-floor master bedroom, updated kitchen with granite worktops and stainless steel appliances, private patio with gas grill, and access to multiple pools, hot tubs, saunas, tennis courts and fitness centres (passes required).
8.5 8 reviews
Orleans, MA
24/08 – 26/08
SG$840/nighttotal: SG$1680 (2 )
Dog-friendly Forest Cottage With Firepit & Great D
2 4
apartment , Eastham
This Eastham cottage, situated 0.8km from Thumpertown Beach and under 1.6km from the Cape Cod Rail Trail, offers a tranquil bay-side location in the woods with easy access to multiple beaches and restaurants on Route 6. Sleeping up to seven guests in two bedrooms and one bathroom, this single-storey house boasts a modern kitchen, expansive deck, enclosed outdoor shower, gas grill, shaded patio, firepit, and free parking for two cars; pets under 50lbs are welcome.
8.6 81 reviews
Orleans, MA
24/08 – 26/08
SG$859/nighttotal: SG$1718 (2 )
Paradise On Cape Cod
4 4
house , Orleans
Paradise On Cape Cod, a four-bedroom house in Orleans, is a ten-minute walk from South Orleans Beach and within 22.5km of the Cape Cod National Seashore, offering easy access to Nauset Lighthouse and Wellfleet Bay Wildlife Sanctuary. This 178 square metre property boasts a fully equipped kitchen, air conditioning, a private garden with outdoor dining, a swimming pool, free Wi-Fi, and parking, comfortably accommodating families or groups.
8.7 135 reviews
Orleans, MA
24/08 – 26/08
SG$728/nighttotal: SG$1456 (2 )
Antique Home With Cape Cod Charm
3 4
apartment , Brewster
This Brewster house, sleeping eight, is conveniently located near Brewster's beaches, though the precise address is undisclosed. The three-bedroom, two-bathroom property features a full kitchen with dishwasher, laundry facilities, a garden, ample parking for five cars, and an outdoor fire pit; bed linen is not provided.
9.1 26 reviews
Orleans, MA
24/08 – 26/08
SG$1110/nighttotal: SG$2220 (2 )
Beachside Dog-friendly Home With Large Yard
3 4
apartment , Eastham
This Eastham Cape Cod-style house is situated 0.8km from Kingsbury Beach and 4.8km from Coast Guard Beach, offering easy access to Wiley Park with its beach, playground, and walking trails. Sleeping six guests in three bedrooms and two bathrooms, this holiday home features a well-equipped kitchen, a sunroom, a private yard, and amenities including a washer/dryer, gas grill, and Wi-Fi; two dogs under 11kg are welcome.
8.3 2671 reviews
Orleans, MA
25/06 – 30/06
SG$597/nighttotal: SG$2985 (5 )
The Mansion At Ocean Edge Resort & Golf Club
1 2
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.
9.8 297 reviews
Orleans, MA
24/08 – 26/08
SG$607/nighttotal: SG$1214 (2 )
The Secret Garden
1 4
apartment , Harwich
This Harwich garden flat, located approximately 1.6 kilometres from Pleasant Bay, the Wequassett Inn, and the Eastward Ho! golf course, offers easy access to local attractions and amenities. The self-contained apartment sleeps four, featuring a queen-size bedroom, a queen-size sofa bed, a limited kitchenette with microwave and small refrigerator, private patio, and parking for two cars.
9.8 9 reviews
Orleans, MA
24/08 – 26/08
SG$1417/nighttotal: SG$2834 (2 )
Perfectly Private Location W/deeded Beach Access!
3 4
apartment , Orleans
This Orleans seaside property is situated approximately 4.3km from the Orleans Bowling Centre and 4.7km from the Jonathan Young Windmill, offering easy access to Cape Cod beaches within 9.7km. This 231 square metre house boasts three bedrooms, four bathrooms, and accommodates six guests, featuring a fully equipped kitchen, private balcony, garden, and on-site laundry facilities.
Orleans, MA
02/09 – 10/09
SG$482/nighttotal: SG$3856 (8 )
Mins To Nauset Beach & Walkable To Town
3 4
house , Orleans
This Orleans holiday home, situated minutes from Nauset Beach and a short walk from the town centre, offers easy access to Nauset Lighthouse and Wellfleet Bay Wildlife Sanctuary (approximately 32km away). The 218 square metre property boasts three bedrooms, three bathrooms, sleeps fifteen guests, and includes a fully equipped kitchen, garden, parking, Wi-Fi, and a washing machine.
9.1 24 reviews
Orleans, MA
02/09 – 10/09
SG$835/nighttotal: SG$6680 (8 )
1.6 Mi To Nauset Beach!
4 4
apartment , Orleans
This East Orleans holiday home is situated within 3.2 kilometres of Nauset Beach, Nauset Inlet, and Cape Cod beaches, and 4.3 kilometres from the Orleans Bowling Centre. This 151 square metre property boasts four bedrooms, two bathrooms, sleeps ten guests, and includes a fully equipped kitchen, washer/dryer, cable TV, garden with charcoal grills, and parking.
Orleans, MA
26/06 – 02/07
SG$810/nighttotal: SG$4860 (6 )
Game Room Central Ac Short Drive To Beaches
1 4
house , Eastham
This Eastham holiday cottage is situated a 15-minute walk from Cooks Brook Beach and 3.7 kilometres from the Wellfleet Bay Wildlife Sanctuary. This spacious property offers accommodation for up to 11 guests, featuring 3 bathrooms, a fully equipped kitchen with a dishwasher and oven, air conditioning, a fireplace, a garden with outdoor seating, a games room, and on-site parking with complimentary Wi-Fi.
9.6 11 reviews
Orleans, MA
03/08 – 07/08
SG$1312/nighttotal: SG$5248 (4 )
Book Eastham, Plenty Of Room For Entire Family!
3 3
apartment , Eastham
This Eastham apartment is situated in a quiet residential area, 1.6 kilometres from Nauset Light Beach and close to bayside beaches suitable for families. This 167 square metre residence accommodates up to six guests across three bedrooms and two bathrooms, featuring a fully equipped kitchen, a separate dining room, a downstairs entertainment area, and extensive outdoor space with a gas grill and firepit, all supported by WiFi and parking for four vehicles.
Best Orleans, MA lodgings with a pool
Among the 774 accommodations in Orleans, MA, here are the 4 best ones with a pool
9.6 23 reviews
Orleans, MA
26/06 – 02/07
SG$2195/nighttotal: SG$13170 (6 )
Exceptional Mid-cape Oasis With Many Amenities!
4 4
apartment , Harwich
This apartment is ideally located in Harwich, just 16km from the charming town of Chatham and 48km from Provincetown. The property has excellent user, location, and cleanliness ratings, indicating a high-quality stay. This spacious home has four bedrooms and three bathrooms, comfortably accommodating up to eight guests. The apartment offers a range of amenities, including a swimming pool, jacuzzi, terrace, garden, and parking, ensuring a relaxing and enjoyable stay.
Orleans, MA
24/08 – 26/08
SG$1177/nighttotal: SG$2354 (2 )
Oakwood Trail Cottage
1 4
house , Eastham
Accommodation. This accommodation is located in Eastham. Facilities and services: free parking, a barbecue and a swimming pool. This house also has air conditioning!
9.3 37 reviews
Orleans, MA
24/08 – 26/08
SG$833/nighttotal: SG$1666 (2 )
Charming 2nd-floor Retreat With Balcony View
2 4
apartment , Brewster
This two-bedroom apartment is located in Brewster, a historic town on Cape Cod, just 2.3 kilometres from Ellis Landing Beach and within walking distance of the Ocean Edge Resort Golf Course. The apartment features a kitchen with a fridge, microwave oven, and dishwasher, as well as access to the resort's pool, fitness centre, and tennis/pickleball courts (with a daily fee).
This newly renovated two-bedroom townhouse is situated within the Ocean Edge Villages, a gated community in Brewster, just a short distance from the golf course, beaches, and the bike rail trail. The property offers a fully equipped kitchen with granite countertops and new Samsung appliances, a private patio with a Weber grill, and access to the resort's pools, hot tubs, and gyms.
Best family friendly Orleans, MA lodging
Among the 774 accommodations in Orleans, MA, here are the 4 best for families
Orleans, MA
03/08 – 07/08
SG$828/nighttotal: SG$3312 (4 )
Peaceful Retreat On Chilton Lane
2 3
house , Brewster
This Brewster holiday home, situated on Chilton Lane, is 2.1 kilometres from Ellis Landing Beach and 24 kilometres from Cape Cod Gateway Airport. The 87-square-metre property boasts two bedrooms, two bathrooms, sleeps nine guests, and includes a swimming pool, Jacuzzi, tennis court, and on-site restaurant and bar.
9.2 15 reviews
Orleans, MA
02/09 – 10/09
SG$914/nighttotal: SG$7312 (8 )
4-bedroom Vacation Home Less Than 1 Mile To Nauset Beach, Ac, Fire-pit
4 4
apartment , Orleans
This spacious four-bedroom house is situated in East Orleans, a short drive from the beaches of Cape Cod, Cape Cod National Seashore, and Nauset Beach. The 186 square metre property sleeps nine guests and boasts a fully equipped kitchen with a lobster pot and grill, plus amenities including free Wi-Fi, a washer/dryer, and beach loungers and towels.
Orleans, MA
25/06 – 30/06
SG$1108/nighttotal: SG$5540 (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.
10 14 reviews
Orleans, MA
24/08 – 26/08
SG$3790/nighttotal: SG$7580 (2 )
Beautiful Home In Orleans. Park, Beach, Lake & Ocean. Telsa Charge
7 4
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.
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 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?
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?
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?
Charming Retreat Near The Ocean With W/d, Games, & Trails
5 4
apartment , Eastham
This five-bedroom Eastham holiday home offers direct access to the Cape Cod National Seashore and is a short walk to the beach and the Cape Cod Rail Trail, ideal for cycling and walking. This 190 square metre property accommodates up to ten guests with four bathrooms, a well-equipped kitchen including a dishwasher, and a screened porch, alongside outdoor games and a deck with a grill for entertainment.
9.6 407 reviews
Orleans, MA
25/06 – 30/06
SG$760/nighttotal: SG$3800 (5 )
Pleasant Bay Village Resort
1 2
resort , Chatham
The Pleasant Bay Village Resort is located in Chatham, Massachusetts, just 4 kilometres from the Chatham Railroad Museum and 3.2 kilometres from the Chatham Municipal Airport. The resort is a 4-star property that has received excellent user ratings for its location, cleanliness and overall experience. The resort offers spacious rooms with floral décor and private patios. Guests can enjoy a range of amenities including a seasonal outdoor pool, hot tub, game room, playground, free Wi-Fi, laundry facilities, a fitness centre, a restaurant and room service.
Orleans, MA
24/08 – 26/08
SG$959/nighttotal: SG$1918 (2 )
Modern Fairway Condo With Open Layout, Private Patio, Ac & Washer/dryer
2 4
apartment , Brewster
This garden-level condominium is located in Brewster's Ocean Edge Resort community, adjacent to a golf course and within a short drive of local beaches, shops, and restaurants. This 87 square metre apartment offers two bedrooms and two bathrooms, accommodating up to six guests with a renovated kitchen, in-unit laundry, and air conditioning, while being conveniently situated minutes from the Cape Cod Rail Trail for cycling and walking.
This upper-level Cape Cod cottage in East Orleans offers direct, walkable access to Nauset Beach, eliminating parking issues, and is a 1.6 to 2.4 kilometre drive from the Cape Cod Rail Trail. This 103 square metre flat, accommodating up to six guests across three bedrooms and one bathroom, features a kitchen with a fridge and microwave, air conditioning, a terrace/balcony, and is situated a short walk from Orleans shops, dining, and attractions like the Orleans Bowling Centre.
Best Orleans, MA accommodations with a kitchen
Orleans, MA
25/06 – 30/06
SG$355/nighttotal: SG$1775 (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.
9.1 7 reviews
Orleans, MA
25/06 – 30/06
SG$764/nighttotal: SG$3820 (5 )
Bright 3 Bdrm 2 Bath On Bike Trail, 5 Min To Beach
1 2
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.
Orleans, MA
03/08 – 07/08
SG$1132/nighttotal: SG$4528 (4 )
Seaside Charm! Perfect Getaway
1 3
house , Eastham
This Eastham holiday let is situated 4.5 kilometres from Wellfleet Bay Wildlife Sanctuary and 4.7 kilometres from Nauset Lighthouse, with Campground Beach a 16-minute walk away. This one-bedroom cottage, accommodating up to 11 guests, offers 111 square metres of living space with air conditioning, free WiFi, free private parking, and a fully equipped kitchen.
9.9 32 reviews
Orleans, MA
24/08 – 26/08
SG$1480/nighttotal: SG$2960 (2 )
East Orleans Aerie Between 2 Ocean Beaches!
3 4
apartment , Orleans
This apartment is located in a quiet residential neighbourhood in Orleans, just a short walk from conservation trails and a small beach at the harbour cove. It's also only a few kilometres from Nauset Beach, Skaket Beach and other attractions, and has received excellent ratings for location, cleanliness and user experience. This three-bedroom, two-bathroom property can comfortably accommodate up to seven guests. It features a unique upside-down design with bedrooms on the first floor, a spacious and serene setting on over an acre of land, and a fully equipped kitchen with everything you need to cook meals. There's also a large TV, Wi-Fi, a cosy reading corner, two decks with stunning views, and a range of on-site activities including ping pong, cornhole and bocce.