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774 Lodgings in Orleans, MA
Orleans, MA
06/25 – 06/30
$500/nighttotal: $2500 (5 )
Relaxing Eastham Retreat With Waterfront Views
2 2
cottage , Eastham
This Eastham rental cottage offers direct waterfront access on Town Cove with a private dock, located within 2 miles of Rock Harbor Beach and the Cape Cod Rail Trail. This 550 sq ft cottage sleeps 4 guests, features 2 bedrooms and 1 bathroom, includes complimentary bed and bath linens, and provides daily free tickets to local attractions through Xplorie, such as Island Cruises and Whale Watch.
9.9 65 reviews
Orleans, MA
09/02 – 09/10
$478/nighttotal: $3824 (8 )
The Bird’s Nest At Nauset Beach
1 4
apartment , Orleans
This Nauset Heights cottage in Orleans, Massachusetts is a short walk from Nauset Beach and Priscilla Beach, and 0.2 miles from Mill Pond. The two-bedroom, one-bathroom house sleeps four adults and one child, offering a king bed, two twin beds, a pack-n-play, a fully equipped kitchen, and a private backyard bordering conservation land, plus beach chairs and an outdoor shower.
9.1 7 reviews
Orleans, MA
06/25 – 06/30
$595/nighttotal: $2975 (5 )
Bright 3 Bdrm 2 Bath On Bike Trail, 5 Min To Beach
1 2
apartment , Brewster
This Brewster house, located on a quiet cul-de-sac just steps from the Cape Cod Rail Trail and a 5-minute drive from the beach, offers easy access to Ocean Edge Resort. The three-bedroom, two-bathroom home sleeps six guests and features a fully equipped kitchen, air conditioning, a garden, parking, and amenities such as bikes, beach toys, and multiple workspaces; outdoor spaces include a bluestone patio with grills, a fire pit, and an outdoor shower.
9.3 45 reviews
Orleans, MA
09/02 – 09/10
$664/nighttotal: $5312 (8 )
Beach Getaway With Private Backyard!
4 4
apartment , Orleans
This Orleans seaside vacation home, less than 1.2 miles from Cape Cod Beaches, Skaket Beach, Rock Harbor Beach, the Church of the Transfiguration, and the Orleans Bowling Center, offers stunning ocean views and easy beach access. This 3400-square-foot house features four bedrooms, three bathrooms, accommodates up to ten guests, and includes a fully equipped kitchen, a fireplace, a terrace, a garden, parking, and on-site barbecue grills.
9.2 57 reviews
Orleans, MA
09/02 – 09/10
$398/nighttotal: $3184 (8 )
Mins To Nauset Beach & Walkable To Town!
3 4
apartment , Orleans
This Orleans vacation home is located in East Orleans, just a short drive from Cape Cod National Seashore, Cape Cod Beaches, and Nauset Beach. It has received excellent ratings for user experience, location, and cleanliness. The 2350 square foot house has three bedrooms and can accommodate up to eight guests. Enjoy a fully equipped kitchen, a garden with barbecue grills, and modern amenities like air conditioning, internet, and a washer and dryer.
9.8 111 reviews
Orleans, MA
06/25 – 06/30
$459/nighttotal: $2295 (5 )
Cozy Cape Condo Minutes From Brewster Beaches
1 2
apartment , Brewster
This Brewster condo, located on the Ocean Edge Resort Golf Course, offers easy access to Breakwater Beach and Crosby Landing Beach, plus proximity to restaurants like The Brewster Fish House. The 2-bedroom, 2-bathroom unit sleeps 6, features a fully equipped kitchen, patio overlooking the golf course, beach gear, and a 55-inch 4K Samsung TV with streaming services.
8.0 4 reviews
Orleans, MA
08/03 – 08/07
$803/nighttotal: $3212 (4 )
Oakwood Trail Cottage
4 3
house , Eastham
Oakwood Trail Cottage, located in Eastham, Massachusetts, is 1.5 miles from Marconi Beach and 3.1 miles from Nauset Lighthouse. This 1490-square-foot house features four bedrooms, two bathrooms, sleeps thirteen guests, and includes a fully equipped kitchen, air conditioning, Wi-Fi, and a private garden.
Orleans, MA
06/26 – 07/02
$518/nighttotal: $3108 (6 )
Relaxing Eastham Retreat With Waterfront Views
1 4
house , Eastham
This Eastham cottage offers proximity to coastal attractions, located 1.9 miles from South Orleans Beach and 5.2 miles from Nauset Lighthouse. This pet-friendly rental accommodates up to 7 guests and features a fireplace, air conditioning, and a kitchen equipped with a microwave and refrigerator.
Orleans, MA
06/26 – 07/02
$520/nighttotal: $3120 (6 )
Peaceful Waterfront Cottage Escape
1 4
house , Eastham
Mate's Quarters, a house in Orleans, is 5.2 miles from Nauset Lighthouse and 7.9 miles from Cape Cod National Seashore. This pet-friendly accommodation for 7 features air conditioning, a microwave, and cable TV, with a fireplace for cozy evenings.
9.6 5 reviews
Orleans, MA
09/02 – 09/10
$337/nighttotal: $2696 (8 )
53 M² House ∙ 1 Bedroom ∙ 4 Guests
1 4
house , Orleans
This Orleans Cape Cod cottage is located less than a mile from Skaket Beach and two blocks from the Cape Cod Rail Trail, with Main Street Orleans's restaurants and shops also nearby. The 560-square-foot house features one bedroom, one bathroom, sleeps four, includes a full kitchen, and offers the Xplorie package with $750 in local attraction tickets.
10 6 reviews
Orleans, MA
09/02 – 09/10
$365/nighttotal: $2920 (8 )
Bed, Splash & Beyond Coastal Comfort Awaits
1 4
apartment , Orleans
This Orleans, Cape Cod vacation rental is located less than a mile from Skaket Beach, two blocks from the Cape Cod Rail Trail, and close to Main Street, offering easy access to restaurants and shops. The 560-square-foot apartment features two bedrooms, one bathroom, sleeps four, includes a full kitchen with dishwasher, and offers free access to local attractions via the Xplorie program.
8.8 65 reviews
Orleans, MA
09/02 – 09/10
$621/nighttotal: $4968 (8 )
Nauset Beach Buddy
2 4
house , Orleans
Nauset Beach Buddy, a pet-friendly house in Orleans, Massachusetts, is a 4-minute walk from Nauset Beach and within 15-29 miles of other Cape Cod attractions like the Wellfleet Bay Wildlife Sanctuary and Cape Cod National Seashore. This 1100-square-foot home features two bedrooms, one bathroom, a fully equipped kitchen with a fridge, microwave, and oven, air conditioning, a terrace with sea views, free Wi-Fi, and parking; guests can enjoy outdoor dining and easy access to Orleans' cycling paths.
Popular Lodgings with a Pool in Orleans, MA
Choosing a lodging in Orleans, MA with a pool means you’ll always have a swimming option to complement a day by the water.
9.3 37 reviews
Orleans, MA
08/24 – 08/26
$648/nighttotal: $1296 (2 )
Charming 2nd-floor Retreat With Balcony View
2 4
apartment , Brewster
This Brewster apartment rental, located within the Ocean Edge Resort Golf Course, is 1.4 miles from Ellis Landing Beach, 18 miles from Cape Cod National Seashore, and 32 miles from Provincetown. The two-bedroom, two-bathroom condo sleeps six, features an open-concept kitchen and living area, a swimming pool, jacuzzi, fitness center, and includes free parking and a damage waiver; resort amenities (amenities pass required) such as tennis and pickleball courts are also available.
Orleans, MA
08/03 – 08/07
$644/nighttotal: $2576 (4 )
Peaceful Retreat On Chilton Lane
2 3
house , Brewster
This Brewster vacation home, located on Chilton Lane, is 1.3 miles from Ellis Landing Beach and 15 miles from Cape Cod Gateway Airport. The 940-square-foot house features two bedrooms, two bathrooms, and accommodates up to nine guests, offering a private garden, swimming pool, jacuzzi, tennis court, and on-site restaurant and bar.
8.8 21 reviews
Orleans, MA
08/24 – 08/26
$589/nighttotal: $1178 (2 )
Lovely Home W/free Wifi/spacious Patio/spiral Staircase - Near Shops/restaurants
1 4
apartment , Brewster
This Brewster vacation rental, located 15 miles from Chatham, offers convenient access to Cape Cod Beaches, Cape Cod National Seashore, the Cape Cod Museum of Natural History, and Sheep Pond Woodlands Trail. This 1070 sq ft, family-friendly apartment sleeps 6 and features a full kitchen, air conditioning, a swimming pool, jacuzzi, spa, and a private patio with a gas grill, with optional Ocean Edge pool/sports club passes available.
10 12 reviews
Orleans, MA
08/24 – 08/26
$2132/nighttotal: $4264 (2 )
Cape Cod Oasis: Heated Salt Water Pool, Game Room, Bike Path!
4 4
apartment , Eastham
This Eastham apartment is conveniently located just a short distance from Great Pond and Coast Guard Beach, offering easy access to the area's natural beauty and attractions. With excellent user ratings, this property is a popular choice for travelers seeking a comfortable and enjoyable stay. This spacious vacation rental boasts 4 bedrooms and 3 bathrooms, accommodating up to 8 guests, and features a private heated saltwater pool, a large backyard deck with a gas grill and pizza oven, and a finished basement with entertainment options for all ages.
Best family friendly Orleans, MA lodging
Among the 774 accommodations in Orleans, MA, here are the 4 best for families
8.0 1 review
Orleans, MA
06/25 – 06/30
$659/nighttotal: $3295 (5 )
209 M² House ∙ 4 Bedrooms ∙ 8 Guests
4 2
house , Eastham
This Eastham, Cape Cod home is located less than a mile from Thumpertown Beach and a short drive from Provincetown. This 2,240-square-foot house features four bedrooms, three bathrooms, sleeps eight, and includes a fully equipped kitchen, multiple living areas with smart TVs, a deck with a BBQ, a yard with a fire pit, and family-friendly amenities.
10 6 reviews
Orleans, MA
08/24 – 08/26
$1683/nighttotal: $3366 (2 )
Cape Cod Villa Pond Front Vacation Home, Retreat, Spa, Venue, Film Location
5 4
house , Harwich
This Harwich lakefront villa is located within three miles of Nickerson State Park, Adventure Chatham, and two golf courses—Captains Golf Course and Captain's Cove Golf Course. This five-bedroom, two-bathroom home sleeps eight guests and boasts a spa, game room, fully equipped kitchen, outdoor barbecue grills, and a terrace overlooking the lake, offering easy access to water activities.
9.8 9 reviews
Orleans, MA
09/02 – 09/10
$439/nighttotal: $3512 (8 )
Family Friendly Home, Walk To Beach, Central Ac
3 4
apartment , Harwich
This charming Cape Cod home is located just steps from a 27-acre swimming pond and an 8-minute drive from the ocean, offering a peaceful retreat close to the beach. Guests consistently rate this property "excellent" for its amenities and location. The house has 3 bedrooms and 2 bathrooms, comfortably accommodating up to 7 guests. Enjoy amenities like a fully equipped kitchen, a private yard with a deck, and a peaceful pondside setting perfect for swimming, kayaking, or simply relaxing by the water.
8.7 135 reviews
Orleans, MA
08/24 – 08/26
$567/nighttotal: $1134 (2 )
Antique Home With Cape Cod Charm
3 4
apartment , Brewster
This Brewster house, perfect for families, offers easy access to Brewster's beaches and attractions, though its precise location within Brewster is unspecified. The three-bedroom home, sleeping up to eight with two futons, includes a full kitchen with fridge, microwave, and dishwasher, a garden, ample parking for five cars, laundry facilities, and beach toys—guests supply their own linens.
Frequently Asked Questions about accommodations in Orleans, MA
What outdoor activities can visitors enjoy in and around Orléans, MA?
Orleans is a paradise for outdoor enthusiasts. You can go swimming, sunbathing, or surfing at any of the beautiful beaches. If you prefer something more active, try kayaking, paddleboarding, or hiking on the Cape Cod Rail Trail. And don't forget to go birdwatching at the Nauset Marsh, a popular spot for spotting migratory birds.
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 want to avoid the crowds and enjoy lower prices, spring (April-May) and fall (September-October) are great alternatives.
What are the best accommodations with a pool in Orleans, MA?
What are the best walking or cycling routes in Orléans, MA?
The Cape Cod Rail Trail is a popular option for both walking and cycling. It stretches for 22 miles and offers beautiful views of the surrounding countryside. You can also enjoy a scenic walk along the Orleans town beach or take a bike ride along the Nauset Beach path.
What are the best accommodations with a jacuzzi in Orleans, MA?
What nearby towns or cities can be explored from Orléans, MA?
From Orleans, you can easily explore other charming towns on Cape Cod, such as Chatham, Harwich Port, and Provincetown. You can also take a day trip to Boston or visit the historic town of Plymouth, about an hour and a half drive away.
What are the best accommodations for families and kids in Orleans, MA?
What amenities can travelers expect from accommodations in Orléans, MA?
Orleans offers a variety of accommodations, from cozy bed and breakfasts to spacious vacation rentals. Most places have amenities like Wi-Fi, parking, and laundry facilities. Some also have pools, hot tubs, and outdoor grills. You can find options to fit any budget and preference.
What are the best pet friendly accommodations in Orleans, MA?
This Orleans seaside vacation home boasts stunning ocean views and is conveniently located 2.7 miles from the Orleans Bowling Center and 2.9 miles from the Jonathan Young Windmill, with easy access to Cape Cod Beaches and Rock Harbor Beach within 6 miles. This 2490-square-foot property features three bedrooms, four bathrooms, and accommodates up to six guests, offering a fully equipped kitchen, in-house laundry, a private balcony, and a garden with barbecue grills.
Orleans, MA
09/02 – 09/10
$564/nighttotal: $4512 (8 )
Stylish Orleans Home With Spacious Deck - Near Bay & Ocean Beach
4 4
apartment , Orleans
This Orleans rental is located next to a wetland preserve, under 2 miles from Skakket Beach and 3 miles from Nauset Beach, offering convenient access to local shopping and dining in downtown Orleans. This 1920 square foot, family-friendly house accommodates up to 8 guests with 4 bedrooms and 4 bathrooms, featuring a fully equipped kitchen, air conditioning, a spacious deck, and a garden on a 1.5-acre property.
9.6 11 reviews
Orleans, MA
08/03 – 08/07
$1021/nighttotal: $4084 (4 )
Book Eastham, Plenty Of Room For Entire Family!
3 3
apartment , Eastham
This three-bedroom house in Eastham is located about one mile from Nauset Light Beach and near bayside beaches with tide pools, offering a private and quiet residential setting. This 1800-square-foot rental accommodates up to six guests with a fully equipped kitchen, separate entertainment area, outdoor shower, and parking for four cars, all within a peaceful neighborhood.
9.7 4 reviews
Orleans, MA
09/02 – 09/10
$1123/nighttotal: $8984 (8 )
Guest House Ocean Whisper
4 4
house , Harwich
Guest House Ocean Whisper is a beachfront property in Harwich, just 12 miles from Nauset Lighthouse and 19 miles from Wellfleet Bay Wildlife Sanctuary. The property boasts excellent user, location, and cleanliness ratings, ensuring a pleasant stay. The house offers 3 bedrooms and 1 bathroom, spanning 1210 square feet and accommodating up to 13 guests. Enjoy features like a private balcony, a fully equipped kitchen, air conditioning, a garden, parking, and a shared kitchen and luggage storage area for added convenience.
Best Orleans, MA accommodation with a kitchen
9.0 10 reviews
Orleans, MA
08/24 – 08/26
$424/nighttotal: $848 (2 )
Cozy Condo With Golf Course View, Balcony, W/d, Ac, & Games
1 4
apartment , Brewster
This condo is located in the Ocean Edge Community in Brewster, MA, offering tranquil golf course views and a short drive to Cape Cod Beaches and the Cape Cod National Seashore. This 580 square foot unit accommodates up to four guests with a full-size bed and a full-size Murphy bed, featuring a galley kitchen with a washer and dryer, and access to amenities at the Spa at Ocean Edge.
9.8 297 reviews
Orleans, MA
08/24 – 08/26
$472/nighttotal: $944 (2 )
The Secret Garden
1 4
apartment , Harwich
This Harwich garden apartment, a mile from Pleasant Bay, Eastward Ho! Golf Course, and the Wequassett Inn, offers easy access to shopping and restaurants. The one-bedroom unit sleeps four with a queen bed, queen pull-out sofa, full kitchen, Wi-Fi, and parking for two cars, plus access to outdoor showers and gardens.
8.5 8 reviews
Orleans, MA
08/24 – 08/26
$654/nighttotal: $1308 (2 )
Dog-friendly Forest Cottage With Firepit & Great D
2 4
apartment , Eastham
This Eastham cottage, located on the tranquil north side, is a half-mile from Thumpertown Beach and within one mile of the Cape Cod Rail Trail and Route 6 restaurants. This pet-friendly (one dog up to 50 lbs) house boasts two bedrooms, one bathroom, sleeps seven, and features a large deck with a gas grill, firepit, and outdoor shower, plus a modern kitchen with stainless steel appliances and high-speed WiFi.
9.0 21 reviews
Orleans, MA
06/25 – 06/30
$510/nighttotal: $2550 (5 )
West-facing Pure Waterfront Home In Orleans, Overl
4 2
apartment , Orleans
This Orleans vacation home boasts 2+ waterfront acres with Arey's Pond access, situated four miles from Nauset and Skaket Beaches and within one mile of two freshwater swimming lakes. This four-bedroom, two-bathroom house sleeps eight, features a fully equipped kitchen (fridge, microwave, dishwasher), air conditioning, free parking for four cars, and offers extraordinary privacy with access to 11+ acres of conservation land for nature walks.