Upper Montclair Vacation Rentals & Ski-in/Ski-out Homes
Apartment
10.0Exceptional
(11 Reviews)
2 Bedrooms
1 Bath
4 Guests
1100 ft²
Parking
Kitchen
Air Conditioner
Internet
US $341/Night
7 Nights - US $2,388
Apartment
10.0Exceptional
(1 Review)
2 Bedrooms
1 Bath
9 Guests
742.71 ft²
- Parking
View- Air Conditioner
- Internet
US $621/Night
7 Nights - US $4,350
Hotel
9.6Exceptional
(519 Reviews)
1 Bath
Breakfast- Parking
- Air Conditioner
- Internet
US $562/Night
7 Nights - US $3,932
Apartment
- New Jersey
- ·
- Nutley
- 0.88 mi to center
10.0Exceptional
(7 Reviews)
1 Bedroom
1 Bath
3 Guests
- Kitchen
- Air Conditioner
- Internet
Child Friendly
US $246/Night
7 Nights - US $1,721
Apartment
10.0Exceptional
(1 Review)
2 Bedrooms
1 Bath
4 Guests
990.28 ft²
- View
- Air Conditioner
- Internet
- Child Friendly
US $329/Night
7 Nights - US $2,305
Apartment
10.0Exceptional
(3 Reviews)
1 Bedroom
1 Bath
4 Guests
- Parking
Balcony/Terrace- Kitchen
- Air Conditioner
US $686/Night
7 Nights - US $4,804
Apartment
10.0Exceptional
(3 Reviews)
1 Bedroom
1 Bath
2 Guests
538 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $292/Night
7 Nights - US $2,047
Apartment
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
2 Guests
740 ft²
- Parking
Ocean View- View
- Kitchen
US $342/Night
7 Nights - US $2,395
House
- Newark
- ·
- Bloomfield
- 0.41 mi to center
10.0Exceptional
(2 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $278/Night
7 Nights - US $1,947
Luxury Places to Stay in Upper Montclair
Over 140+ Luxury Places to Stay in or Near Upper Montclair
House
5 Bedrooms
3 Baths
12 Guests
- Air Conditioner
- Internet
Pet Friendly- Child Friendly
US $7,272/Night
7 Nights - US $50,906
House
- Newark
- ·
- Upper Montclair
- 0.54 mi to center
3 Bedrooms
3 Baths
7 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $6,329/Night
7 Nights - US $44,303
House
- Newark
- ·
- Upper Montclair
- 0.44 mi to center
5 Bedrooms
3 Baths
10 Guests
3000 ft²
Private Pool- Parking
Pool- Ocean View
US $3,339/Night
7 Nights - US $23,370
House
10.0Exceptional
(1 Review)
5 Bedrooms
2 Baths
10 Guests
- Private Pool
- Parking
- Pool
- Kitchen
US $3,122/Night
7 Nights - US $21,852
House
- New Jersey
- ·
- Nutley
- 0.63 mi to center
3 Bedrooms
2 Baths
20 Guests
1700 ft²
Hot Tub- Parking
- Balcony/Terrace
- Kitchen
US $3,020/Night
7 Nights - US $21,140
New
House
- New Jersey
- ·
- Nutley
- 0.85 mi to center
3 Bedrooms
2 Baths
7 Guests
- Hot Tub
- Balcony/Terrace
- Air Conditioner
- Internet
US $2,521/Night
7 Nights - US $17,647
House
- Newark
- ·
- Upper Montclair
- 0.23 mi to center
5 Bedrooms
4 Baths
10 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $2,328/Night
7 Nights - US $16,295
House
- Jersey City
- ·
- Clifton
- 1.21 mi to center
4 Bedrooms
1 Bath
10 Guests
- Private Pool
- Parking
- Pool
- Ocean View
US $2,169/Night
7 Nights - US $15,184
House
- New Jersey
- ·
- Verona
- 0.53 mi to center
4 Bedrooms
3 Baths
8 Guests
- Air Conditioner
- Internet
- Pet Friendly
- Child Friendly
US $2,066/Night
7 Nights - US $14,459
Top-Rated Vacation Rentals with a Pool in Upper Montclair
Over 6+ Top-Rated Vacation Rentals with a Pool in or Near Upper Montclair
Hotel
- Newark
- ·
- West Orange
- 2.53 mi to center
8.8Fabulous
(735 Reviews)
1 Bath
- Hot Tub
- Breakfast
- Parking
- Pool
US $222/Night
7 Nights - US $1,557
Hotel
- Newark
- ·
- West Orange
- 2.52 mi to center
8.4Excellent
(196 Reviews)
4 Baths
519.36 ft²
- Private Pool
- Hot Tub
- Breakfast
- Parking
US $214/Night
7 Nights - US $1,499
House
- Jersey City
- ·
- Clifton
- 1.43 mi to center
5.0Average
(2 Reviews)
3 Bedrooms
2 Baths
7 Guests
- Private Pool
- Pool
- Child Friendly
Bedding/Linens
US $275/Night
7 Nights - US $1,925
House
6 Bedrooms
4 Baths
12 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $704/Night
7 Nights - US $4,928
House
- Newark
- ·
- Upper Montclair
- 0.55 mi to center
4 Bedrooms
4 Baths
10 Guests
- Pool
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $575/Night
7 Nights - US $4,025
Apartment
- New Jersey
- ·
- Cedar Grove
- 0.94 mi to center
2 Bedrooms
1 Bath
4 Guests
1000 ft²
- Private Pool
- Pool
- Balcony/Terrace
- Kitchen
US $100/Night
7 Nights - US $700
Pet-Friendly Vacation Rentals in Upper Montclair
Over 44+ Pet-Friendly Vacation Rentals in or Near Upper Montclair
House
- Parsippany
- ·
- Little Falls
- 0.27 mi to center
9.4Exceptional
(3 Reviews)
1 Bedroom
1 Bath
5 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $417/Night
7 Nights - US $2,919
Apartment
- Newark
- ·
- Bloomfield
- 1.24 mi to center
9.2Exceptional
(5 Reviews)
2 Bedrooms
1 Bath
8 Guests
979.52 ft²
- Parking
- Balcony/Terrace
- View
- Air Conditioner
US $225/Night
7 Nights - US $1,575
Hotel
8.8Fabulous
(613 Reviews)
1 Bath
- Breakfast
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $285/Night
7 Nights - US $1,998
Apartment
2 Bedrooms
1 Bath
4 Guests
1000 ft²
- Air Conditioner
- Internet
- Pet Friendly
- Child Friendly
US $373/Night
7 Nights - US $2,609
Apartment
- Newark
- ·
- Glen Ridge
- 0.47 mi to center
5 Bedrooms
4 Baths
13 Guests
13993.08 ft²
- Parking
- Air Conditioner
- Internet
- Pet Friendly
US $225/Night
7 Nights - US $1,575
Apartment
- Jersey City
- ·
- Clifton
- 0.63 mi to center
1 Bedroom
1 Bath
2 Guests
1000 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $180/Night
7 Nights - US $1,258
Apartment
- Jersey City
- ·
- Clifton
- 0.57 mi to center
1 Bedroom
1 Bath
2 Guests
600 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $142/Night
7 Nights - US $994
Apartment
- Jersey City
- ·
- Clifton
- 0.61 mi to center
1 Bedroom
1 Bath
2 Guests
700 ft²
- Kitchen
- Air Conditioner
- Internet
- Pet Friendly
US $135/Night
7 Nights - US $948
Apartment
- Newark
- ·
- Bloomfield
- 0.83 mi to center
1 Bedroom
1 Bath
2 Guests
600 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $131/Night
7 Nights - US $914
Large Vacation Homes & Villas in Upper Montclair
Over 24+ Large Vacation Homes & Villas in or Near Upper Montclair
House
10.0Exceptional
(1 Review)
4 Bedrooms
3 Baths
11 Guests
2200 ft²
- Ocean View
- View
- Kitchen
- Air Conditioner
US $1,234/Night
7 Nights - US $8,638
Apartment
9.8Exceptional
(5 Reviews)
6 Bedrooms
4 Baths
13 Guests
1194.79 ft²
- Breakfast
- Parking
- View
- Air Conditioner
US $191/Night
7 Nights - US $1,338
Apartment
10.0Exceptional
(1 Review)
5 Bedrooms
3 Baths
12 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $1,004/Night
7 Nights - US $7,029
Apartment
9.7Exceptional
(3 Reviews)
5 Bedrooms
3 Baths
10 Guests
- Parking
- Balcony/Terrace
- View
- Air Conditioner
US $376/Night
7 Nights - US $2,630
Apartment
10.0Exceptional
(1 Review)
1 Bedroom
2 Baths
11 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $953/Night
7 Nights - US $6,673
House
- Newark
- ·
- Upper Montclair
- 0.76 mi to center
10.0Exceptional
(1 Review)
4 Bedrooms
2 Baths
10 Guests
1650 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $885/Night
7 Nights - US $6,196
House
- Newark
- ·
- Upper Montclair
- 0.88 mi to center
10.0Exceptional
(1 Review)
4 Bedrooms
2 Baths
10 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $621/Night
7 Nights - US $4,348
House
9.6Exceptional
(13 Reviews)
6 Bedrooms
3 Baths
12 Guests
2500 ft²
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
US $585/Night
7 Nights - US $4,095
House
- Newark
- ·
- Upper Montclair
- 0.82 mi to center
9.0Exceptional
(2 Reviews)
5 Bedrooms
3 Baths
10 Guests
2000 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $1,182/Night
7 Nights - US $8,277
Wheelchair Accessible Vacation Homes in Upper Montclair
Over 1+ Wheelchair Accessible Vacation Homes in or Near Upper Montclair
Hotel
- Jersey City
- ·
- Clifton
- 2.00 mi to center
7.1Very Good
(456 Reviews)
1 Bath
- Parking
- Air Conditioner
- Internet
- Child Friendly
US $99/Night
7 Nights - US $693
Upper Montclair Resorts and Airbnb Homes Under $200
Over 36+ Upper Montclair Resorts and Airbnb Homes Under $200
Apartment
10.0Exceptional
(1 Review)
2 Bedrooms
1 Bath
4 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $146/Night
7 Nights - US $1,025
House
- Newark
- ·
- Glen Ridge
- 0.19 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
4 Guests
699.65 ft²
- Parking
- Internet
- Child Friendly
Security/Safety
US $130/Night
7 Nights - US $910
Condo
9.6Exceptional
(68 Reviews)
1 Bedroom
1 Bath
2 Guests
700 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $191/Night
7 Nights - US $1,339
Apartment
9.8Exceptional
(4 Reviews)
1 Bedroom
1 Bath
2 Guests
699.65 ft²
- Air Conditioner
- Internet
- Child Friendly
- Security/Safety
US $186/Night
7 Nights - US $1,302
Apartment
8.6Fabulous
(4 Reviews)
4 Bedrooms
2 Baths
8 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $188/Night
7 Nights - US $1,319
House
- Newark
- ·
- Bloomfield
- 0.42 mi to center
3 Bedrooms
1 Bath
6 Guests
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
US $172/Night
7 Nights - US $1,205
New
House
- Newark
- ·
- Glen Ridge
- 0.19 mi to center
10.0Exceptional
(13 Reviews)
1 Bedroom
1 Bath
4 Guests
700 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $143/Night
7 Nights - US $1,004
New
Apartment
- Newark
- ·
- Bloomfield
- 0.06 mi to center
10.0Exceptional
(2 Reviews)
2 Bedrooms
1 Bath
4 Guests
900 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $165/Night
7 Nights - US $1,158
Apartment
10.0Exceptional
(4 Reviews)
1 Bedroom
1 Bath
2 Guests
- Breakfast
- Parking
- Kitchen
- Air Conditioner
US $154/Night
7 Nights - US $1,078
Instantly Bookable Vacation Homes in Upper Montclair
Over 54+ Instantly Bookable Vacation Homes in or Near Upper Montclair
Apartment
10.0Exceptional
(1 Review)
1 Bedroom
2 Baths
2 Guests
1300 ft²
- Ocean View
- View
- Kitchen
- Air Conditioner
US $355/Night
7 Nights - US $2,482
Apartment
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
4 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $352/Night
7 Nights - US $2,464
Apartment
9.8Exceptional
(24 Reviews)
2 Bedrooms
1 Bath
4 Guests
990 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $406/Night
7 Nights - US $2,843
House
9.8Exceptional
(9 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $448/Night
7 Nights - US $3,136
Apartment
9.8Exceptional
(8 Reviews)
2 Bedrooms
1 Bath
5 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $235/Night
7 Nights - US $1,642
House
9.6Exceptional
(13 Reviews)
2 Bedrooms
1 Bath
5 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $390/Night
7 Nights - US $2,730
House
- New Jersey
- ·
- Nutley
- 1.01 mi to center
9.0Exceptional
(9 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $236/Night
7 Nights - US $1,653
New
House
1 Bedroom
1 Bath
5 Guests
- Hot Tub
- Air Conditioner
- Child Friendly
Laundry
US $1,335/Night
7 Nights - US $9,346
House
- Newark
- ·
- Upper Montclair
- 0.25 mi to center
1 Bedroom
1 Bath
3 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $505/Night
7 Nights - US $3,534
Book a Last Minute Place to Stay in Upper Montclair
About Upper Montclair Vacation Rentals
Explore over 149 vacation rentals in Upper Montclair with SunSki Resorts. These accommodations, comprising vacation homes, cottages, cabins, and condos, boast excellent amenities at great value, ensuring comfort and luxury. Enhance your stay with SunSki Resorts in Upper Montclair for more space and value.
In search of last-minute deals or the best bargains on vacation rentals? With SunSki Resorts, you can conveniently compare various options and deals in Upper Montclair. Discover rentals with desirable amenities like swimming pools, hot tubs, and pet-friendly options. Find the ideal vacation rental in Upper Montclair tailored to your preferences. On average, these rentals offer 546.09 ft² of space, and are priced at an average of US $718 per night.
SunSki Resorts simplifies and secures the process of finding and comparing vacation rentals in Upper Montclair at prices typically 30-40% lower than hotels. Discover your perfect vacation rental and book now.
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Top Types of Ski Accommodations in Upper Montclair
| Type | Count |
|---|---|
| Holiday Apartments | 69 |
| Vacation Homes | 65 |
| Cottages | 1 |
Use these Quick Filters to Find a Vacation Rental in Upper Montclair
★ Pro Tip: Discover Your Ideal Vacation Rental in Upper Montclair with SunSki Resorts™. Compare a diverse array of properties, including RBO homes, vacation rentals, cottages, cabins, and more. Utilize our advanced filters to search by location, amenities, and price. Book with confidence and enjoy savings of up to 40-60% compared to a hotel stay. Create unforgettable memories with SunSki Resorts™.
Weather in Upper Montclair, NJ
View the weather forecast for Upper Montclair before booking your Upper Montclair 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
Other Places to Stay in Upper Montclair, NJ
Frequently Asked Questions About Upper Montclair?
What are the top vacation rentals in Upper Montclair?
When organizing your trip to Upper Montclair, don't miss the chance to explore the top-rated vacation rentals in the vicinity. With a plethora of options available, you're bound to discover the ideal accommodation for your stay in Upper Montclair. Peruse our collection of highly-rated properties and secure your reservation today.
- Steps to NYC Train! Charming Carriage House Loft
- 7 Mi to Newark: Montclair Vacation Rental
- Modern living
- Chic 2BR w/Urban Patio + Walk to NYC Transit
- Lovely 1 BD downtown 2F apt in quite neighborhood
- Charming & stylish Victorian Farmhouse with lots of amenities!
- Clean, Classy, Convenient. Montclair's Best Stay! Walk to town and train
- Charming Apt Walkable to Shop, Eat & NYC Transport
- The Baldwin NJ- The Best Stay for FIFA 2026
- Apartment located in vibrant Montclair 2-blocks to NYC trains
Which vacation homes or resorts in Upper Montclair are best for families?
Choose SunSki for a wide variety of vacation rentals, including family-friendly homes, ski cabins, cottages, and more in Upper Montclair. Enjoy great views, locations and save money with SunSki Resorts.™
- Urban Suite
- 7 Mi to Newark: Montclair Vacation Rental
- 2+ BR Clean, Classy, Convenient Montclair apartment. Walk to restaurants, train
How many SunSkiResorts vacation rentals or resorts are available in Upper Montclair?
Discover the ideal vacation rental in Upper Montclair with SunSki Resorts™. We provide an extensive selection of over 149 properties, encompassing vacation homes, private villas, cottages, and more. Explore our listings to find the perfect place to stay for your upcoming trip to Upper Montclair.
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