436+ Private Villas and Holiday Rentals in Wenham |
Wenham Holiday Rentals
House
9.6Exceptional
(107 Reviews)
4 Bedrooms
2 Baths
10 Guests
1500 ft²
Fireplace/Heating
Kitchen
Parking
Air Conditioner
د.إ.3,170/Night
7 Nights - د.إ.22,193
Bed & Breakfast
9.7Exceptional
(54 Reviews)
2 Bedrooms
2 Baths
6 Guests
290.63 ft²
Ocean View
Balcony/Terrace
View- Parking
د.إ.1,274/Night
7 Nights - د.إ.8,921
Bed & Breakfast
9.6Exceptional
(91 Reviews)
1 Bedroom
1 Bath
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
د.إ.913/Night
7 Nights - د.إ.6,394
House
10.0Exceptional
(17 Reviews)
3 Bedrooms
2 Baths
6 Guests
1499 ft²
Oceanfront- Fireplace/Heating
- Ocean View
- Balcony/Terrace
د.إ.3,094/Night
7 Nights - د.إ.21,660
Apartment
10.0Exceptional
(1 Review)
3 Bedrooms
1 Bath
6 Guests
1345.49 ft²
- Parking
Internet
Child Friendly
Wheelchair Accessible
د.إ.1,414/Night
7 Nights - د.إ.9,897
House
10.0Exceptional
(256 Reviews)
5 Bedrooms
2 Baths
11 Guests
- Oceanfront
Hot Tub- Fireplace/Heating
- Ocean View
د.إ.2,598/Night
7 Nights - د.إ.18,186
House
- Boston
- ·
- Marblehead
- 2.80 mi to center
10.0Exceptional
(143 Reviews)
1 Bedroom
1 Bath
2 Guests
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
د.إ.1,036/Night
7 Nights - د.إ.7,250
Condo
10.0Exceptional
(65 Reviews)
3 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
د.إ.1,690/Night
7 Nights - د.إ.11,829
House
10.0Exceptional
(64 Reviews)
6 Bedrooms
3 Baths
12 Guests
6000 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
Pet Friendly
د.إ.5,993/Night
7 Nights - د.إ.41,947
Luxury Holiday Rentals in Wenham
Over 427+ Luxury Holiday Rentals in or Near Wenham
Apartment
1 Bedroom
2 Baths
17 Guests
2497.23 ft²
- Balcony/Terrace
- Pet Friendly
- Parking
- Air Conditioner
د.إ.18,363/Night
7 Nights - د.إ.128,538
House
- Massachusetts
- ·
- Ipswich
- 2.14 mi to center
10.0Exceptional
(2 Reviews)
5 Bedrooms
2 Baths
10 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
د.إ.8,541/Night
7 Nights - د.إ.59,785
Apartment
3 Bedrooms
2 Baths
12 Guests
2497.23 ft²
Pool- Kitchen
- Parking
- Child Friendly
د.إ.7,345/Night
7 Nights - د.إ.51,415
New
Apartment
6 Bedrooms
2 Baths
16 Guests
32292 ft²
- Pet Friendly
- Kitchen
- Parking
- Air Conditioner
د.إ.6,664/Night
7 Nights - د.إ.46,648
House
- Massachusetts
- ·
- Essex
- 0.98 mi to center
10.0Exceptional
(6 Reviews)
5 Bedrooms
3 Baths
10 Guests
Private Pool- Hot Tub
- Fireplace/Heating
- Pool
د.إ.6,317/Night
7 Nights - د.إ.44,221
Villa
- Massachusetts
- ·
- Manchester-by-the-Sea
- 1.16 mi to center
10.0Exceptional
(2 Reviews)
10 Bedrooms
3 Baths
14 Guests
6500 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
د.إ.6,310/Night
7 Nights - د.إ.44,173
House
9.8Exceptional
(17 Reviews)
2 Bedrooms
2 Baths
4 Guests
1550 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Ocean View
د.إ.4,577/Night
7 Nights - د.إ.32,039
House
- Boston
- ·
- Marblehead
- 3.11 mi to center
9.0Exceptional
(23 Reviews)
3 Bedrooms
3 Baths
10 Guests
3003.13 ft²
- Hot Tub
- Fireplace/Heating
- Pet Friendly
- Parking
د.إ.4,306/Night
7 Nights - د.إ.30,140
House
- Massachusetts
- ·
- Ipswich
- 2.58 mi to center
10.0Exceptional
(13 Reviews)
4 Bedrooms
2 Baths
8 Guests
2400 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
د.إ.4,264/Night
7 Nights - د.إ.29,846
Top-Rated Holiday Rentals with a Pool in Wenham
Over 23+ The Best Private Villas and Holiday Rentals in Wenham with a Pool
House
- Massachusetts
- ·
- Manchester-by-the-Sea
- 0.48 mi to center
10.0Exceptional
(49 Reviews)
5 Bedrooms
4 Baths
12 Guests
6000 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
د.إ.3,747/Night
7 Nights - د.إ.26,229
Apartment
- Massachusetts
- ·
- Ipswich
- 1.58 mi to center
10.0Exceptional
(38 Reviews)
1 Bedroom
1 Bath
2 Guests
500 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
د.إ.833/Night
7 Nights - د.إ.5,828
Apartment
- Massachusetts
- ·
- Manchester-by-the-Sea
- 0.78 mi to center
10.0Exceptional
(5 Reviews)
1 Bedroom
1 Bath
4 Guests
700 ft²
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
د.إ.1,349/Night
7 Nights - د.إ.9,446
House
9.4Exceptional
(52 Reviews)
2 Bedrooms
1 Bath
4 Guests
900 ft²
- Fireplace/Heating
- Pool
- Ocean View
- View
د.إ.923/Night
7 Nights - د.إ.6,460
Hotel
9.2Exceptional
(1084 Reviews)
1 Bath
- Fireplace/Heating
- Pool
Breakfast- Parking
د.إ.589/Night
7 Nights - د.إ.4,124
Hotel
9.2Exceptional
(1003 Reviews)
1 Bath
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
د.إ.734/Night
7 Nights - د.إ.5,142
Hotel
9.2Exceptional
(664 Reviews)
8 Baths
353.86 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
د.إ.1,943/Night
7 Nights - د.إ.13,599
Hotel
9.0Exceptional
(1009 Reviews)
1 Bath
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Breakfast
د.إ.502/Night
7 Nights - د.إ.3,511
Hotel
9.0Exceptional
(714 Reviews)
1 Bath
- Pool
- Breakfast
- Kitchen
- Parking
د.إ.652/Night
7 Nights - د.إ.4,565
Pet-Friendly Holiday Rentals in Wenham
Over 99+ Pet-Friendly Holiday Rentals in or Near Wenham
Cottage
- Massachusetts
- ·
- Prides Crossing
- 3.76 mi to center
10.0Exceptional
(28 Reviews)
3 Bedrooms
3 Baths
6 Guests
2600 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
د.إ.2,188/Night
7 Nights - د.إ.15,314
Apartment
10.0Exceptional
(4 Reviews)
2 Bedrooms
1 Bath
6 Guests
8072.93 ft²
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
د.إ.1,380/Night
7 Nights - د.إ.9,659
Apartment
8.0Excellent
(48 Reviews)
1 Bedroom
1 Bath
6 Guests
- Pet Friendly
- Kitchen
- Parking
- Air Conditioner
د.إ.1,512/Night
7 Nights - د.إ.10,580
House
- Boston
- ·
- Marblehead
- 2.98 mi to center
10.0Exceptional
(25 Reviews)
3 Bedrooms
1 Bath
7 Guests
- Oceanfront
- Fireplace/Heating
- Ocean View
- View
د.إ.1,682/Night
7 Nights - د.إ.11,774
Apartment
9.2Exceptional
(28 Reviews)
3 Bedrooms
2 Baths
14 Guests
2195.84 ft²
- View
- Pet Friendly
- Parking
- Air Conditioner
د.إ.3,240/Night
7 Nights - د.إ.22,678
House
10.0Exceptional
(19 Reviews)
3 Bedrooms
2 Baths
8 Guests
2200 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
د.إ.2,472/Night
7 Nights - د.إ.17,301
Apartment
10.0Exceptional
(13 Reviews)
1 Bedroom
1 Bath
4 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Air Conditioner
د.إ.1,119/Night
7 Nights - د.إ.7,833
Apartment
10.0Exceptional
(7 Reviews)
1 Bedroom
1 Bath
2 Guests
850 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
د.إ.1,026/Night
7 Nights - د.إ.7,180
Apartment
10.0Exceptional
(3 Reviews)
1 Bedroom
1 Bath
2 Guests
700 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
د.إ.1,129/Night
7 Nights - د.إ.7,903
Large Holiday Rentals and Private Villas in Wenham
Over 30+ Large Holiday Rentals and Private Villas in or Near Wenham
Cabin
- Massachusetts
- ·
- Ipswich
- 1.26 mi to center
10.0Exceptional
(21 Reviews)
5 Bedrooms
2 Baths
10 Guests
2839 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
د.إ.2,763/Night
7 Nights - د.إ.19,343
Bed & Breakfast
9.2Exceptional
(36 Reviews)
3 Bedrooms
3 Baths
10 Guests
261.92 ft²
- Fireplace/Heating
- Balcony/Terrace
- View
- Breakfast
د.إ.1,332/Night
7 Nights - د.إ.9,324
Apartment
10.0Exceptional
(2 Reviews)
3 Bedrooms
2 Baths
14 Guests
1798 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
د.إ.1,760/Night
7 Nights - د.إ.12,318
Apartment
8.0Excellent
(53 Reviews)
9 Bedrooms
3 Baths
22 Guests
983.1 ft²
- Fireplace/Heating
- Pet Friendly
- Parking
- Air Conditioner
د.إ.1,245/Night
7 Nights - د.إ.8,715
House
- Massachusetts
- ·
- Manchester-by-the-Sea
- 0.69 mi to center
10.0Exceptional
(1 Review)
5 Bedrooms
3 Baths
9 Guests
3400 ft²
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
د.إ.3,678/Night
7 Nights - د.إ.25,748
House
- Massachusetts
- ·
- Essex
- 0.26 mi to center
9.8Exceptional
(7 Reviews)
4 Bedrooms
3 Baths
10 Guests
2750 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Ocean View
د.إ.2,202/Night
7 Nights - د.إ.15,410
House
9.6Exceptional
(14 Reviews)
5 Bedrooms
3 Baths
8 Guests
2514 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
د.إ.3,193/Night
7 Nights - د.إ.22,355
House
- Massachusetts
- ·
- Topsfield
- 1.19 mi to center
9.6Exceptional
(5 Reviews)
4 Bedrooms
2 Baths
10 Guests
2153 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
د.إ.1,870/Night
7 Nights - د.إ.13,089
House
- Boston
- ·
- Marblehead
- 3.16 mi to center
9.4Exceptional
(20 Reviews)
3 Bedrooms
3 Baths
10 Guests
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
د.إ.2,611/Night
7 Nights - د.إ.18,274
Wheelchair Accessible Holiday Homes in Wenham
Over 40+ Wheelchair Accessible Holiday Homes in or Near Wenham
Apartment
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
2 Guests
215 ft²
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
د.إ.907/Night
7 Nights - د.إ.6,346
Hotel
9.1Exceptional
(240 Reviews)
6 Baths
150.69 ft²
- Fireplace/Heating
- Parking
- Air Conditioner
- Internet
د.إ.890/Night
7 Nights - د.إ.6,229
Hotel
10.0Exceptional
(3 Reviews)
1 Bath
- Kitchen
- Parking
- Air Conditioner
- Internet
د.إ.871/Night
7 Nights - د.إ.6,100
House
4 Bedrooms
4 Baths
16 Guests
860 ft²
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
د.إ.3,967/Night
7 Nights - د.إ.27,768
Hotel
9.0Exceptional
(691 Reviews)
8 Baths
222 ft²
- Fireplace/Heating
- Breakfast
- Pet Friendly
- Parking
د.إ.701/Night
7 Nights - د.إ.4,910
House
4 Bedrooms
4 Baths
16 Guests
860 ft²
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
د.إ.3,725/Night
7 Nights - د.إ.26,075
House
3 Bedrooms
3 Baths
12 Guests
645 ft²
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
د.إ.3,109/Night
7 Nights - د.إ.21,767
House
3 Bedrooms
3 Baths
12 Guests
645 ft²
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
د.إ.2,933/Night
7 Nights - د.إ.20,533
House
2 Bedrooms
2 Baths
8 Guests
430 ft²
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
د.إ.2,137/Night
7 Nights - د.إ.14,958
Wenham Private Villas and Holiday Homes Under $200
Over 53+ Wenham Private Villas and Holiday Homes Under $200
Apartment
10.0Exceptional
(8 Reviews)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Kitchen
- Air Conditioner
- Internet
د.إ.636/Night
7 Nights - د.إ.4,451
Apartment
9.5Exceptional
(2 Reviews)
1 Bedroom
1 Bath
6 Guests
11840.3 ft²
- Parking
- Air Conditioner
- Internet
- Child Friendly
د.إ.506/Night
7 Nights - د.إ.3,540
Hotel
9.6Exceptional
(324 Reviews)
1 Bath
- Fireplace/Heating
- Kitchen
- Air Conditioner
- Internet
د.إ.630/Night
7 Nights - د.إ.4,407
Apartment
3 Bedrooms
1 Bath
1 Guest
- Fireplace/Heating
- Air Conditioner
- Internet
Wellness Facilities
د.إ.726/Night
7 Nights - د.إ.5,083
House
8.6Fabulous
(19 Reviews)
1 Bedroom
1 Bath
2 Guests
1001.04 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- View
د.إ.499/Night
7 Nights - د.إ.3,496
Apartment
1 Bedroom
1 Bath
1 Guest
- Fireplace/Heating
- Air Conditioner
- Internet
Laundry
د.إ.710/Night
7 Nights - د.إ.4,973
Apartment
3 Bedrooms
1 Bath
1 Guest
- Fireplace/Heating
- Air Conditioner
- Internet
Bedding/Linens
د.إ.537/Night
7 Nights - د.إ.3,757
Apartment
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Internet
- Child Friendly
- Laundry
د.إ.419/Night
7 Nights - د.إ.2,934
Hotel
8.0Excellent
(1 Review)
1 Bath
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
د.إ.615/Night
7 Nights - د.إ.4,308
Instantly Bookable Holiday Homes in Wenham
Over 209+ Instantly Bookable Holiday Homes in or Near Wenham
Apartment
10.0Exceptional
(55 Reviews)
3 Bedrooms
2 Baths
7 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
د.إ.1,735/Night
7 Nights - د.إ.12,145
Condo
10.0Exceptional
(31 Reviews)
3 Bedrooms
1 Bath
6 Guests
1350 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Air Conditioner
د.إ.1,946/Night
7 Nights - د.إ.13,625
Apartment
- Massachusetts
- ·
- Ipswich
- 0.36 mi to center
10.0Exceptional
(49 Reviews)
2 Bedrooms
1 Bath
4 Guests
1000 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
د.إ.940/Night
7 Nights - د.إ.6,581
Apartment
10.0Exceptional
(41 Reviews)
1 Bedroom
1 Bath
4 Guests
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
د.إ.1,305/Night
7 Nights - د.إ.9,130
Condo
10.0Exceptional
(37 Reviews)
3 Bedrooms
1 Bath
6 Guests
1350 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Air Conditioner
د.إ.2,611/Night
7 Nights - د.إ.18,282
Apartment
10.0Exceptional
(36 Reviews)
3 Bedrooms
2 Baths
7 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
د.إ.1,374/Night
7 Nights - د.إ.9,618
Apartment
10.0Exceptional
(30 Reviews)
1 Bedroom
1 Bath
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
د.إ.1,072/Night
7 Nights - د.إ.7,503
Condo
10.0Exceptional
(29 Reviews)
3 Bedrooms
1 Bath
6 Guests
1350 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
د.إ.3,947/Night
7 Nights - د.إ.27,632
House
10.0Exceptional
(29 Reviews)
3 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
د.إ.1,662/Night
7 Nights - د.إ.11,631
Book a Last Minute Place to Stay in Wenham
About Casai's Private Villas and Holiday Rentals in Wenham
Discover more than 436 vacation rentals available in Wenham. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Wenham.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Wenham, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Wenham. On average, places to stay near Wenham offer 827.32 ft², with nightly prices averaging د.إ.1,705.
With Casai, finding and comparing holiday rentals in Wenham is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
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Top Accommodation Types in Wenham
| Type | Count |
|---|---|
| Holiday Apartments | 193 |
| Vacation Homes | 129 |
| Cottages | 7 |
| Villas | 1 |
Use these Quick Filters to Find a Holiday Rental in Wenham
★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Wenham.
Weather in Wenham, MA
View the weather forecast for Wenham before booking your Wenham Vacation Rentals to confirm your best time to go.
December - February
High 60°F Low 26°F
March - May
High 77°F Low 40°F
June - August
High 91°F Low 64°F
September - November
High 84°F Low 38°F
Top Attractions Around Wenham, MA
Casai offers a large selection of top attractions around Wenham . Research things to do on your vacation before you visit Wenham.
Other Places to Stay in Wenham, MA
Frequently Asked Questions About Wenham?
What are the top holiday rentals in Wenham?
With numerous options available in Wenham, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Wenham:
- Leslie's Retreat: Spacious home ideally located to everything
- Marblehead. Cottage on Whittier, new construction
- Downtown Salem - Park & Play Modern 3 Bedroom
- Historic Federal Period brick mansion on fabled Chestnut Street, Salem, MA
- Luxury and Modern Apt near Mall/Hospital
- Large, Comfortable & Conveniently located Home
- Spacious 1790 Captain's estate, large pool, near beautiful beach
- Beautiful Victorian with Modern Flare close to Town, Train & Beach
- Down Town Salem brand-new 1bdr apt
- Beautiful backyard farm. Very quiet. Pool. Walking trails and beaches nearby.
How many holiday rentals have private pools in Wenham?
Discover a selection of holiday rentals with private pools near Wenham with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.
- NEW! Family-Friendly Getaway < 1 Mi to Dtwn Salem!
- Hampton Inn Salem, Ma
- Make Every Trip Halloween-thy
- Best Western Plus North Shore Hotel
Which holiday homes in Wenham are best for families?
If you're searching for a family-friendly holiday home in Wenham, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Wenham:
- Entire 4BR 2 Bath Home l Minutes to Downtown Salem
- < 1 Mi to Dtwn Salem: Apt w/Shared Patio & Yard!
- Daniels House Inn
How many Casai.ae holiday rentals are available in Wenham?
As of 2026, Casai boasts over 436 properties listed in the Wenham area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Wenham.
People Also Ask
Finding the best prices in Wenham
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